Search results for: 'amine'

Game Changer for Protein Modification: Discover oxidation-induced furan crosslinking and 5-hydroxy-1,5-dihydro-2H-pyrrol-2-ones ( 5HP2O s) as stable alternative to maleimides.

Collect information about the most common side reactions during Fmoc SPPS and how to avoid them! Choose your building blocks and conditions wisely to avoid unnecessary trouble!

To address both chemical and IP considerations in self-immolating linker applications , we propose shifting from the commonly used Val-Cit-PAB linker to the less explored Gly-Gly-Phe-Gly-formyl motif.

Discover the diversity of TentaGel® Resins ! Read our blog to get more information about our latest product additions and possible applications and find the right resin for your research endeavors!

Cyclophase Synthesis - Dissolve. React. Precipitate. Filter. Repeat! Make your peptide synthesis greener by avoiding DMF and benefit from the advantages of both liquid and solid phase synthesis.

Mix & Match. Discover typically employed protecting groups used to temporarily mask reactive functional moieties during solid-phase peptide synthesis to prevent undesired side-reactions.

Shaken, not stirred. Amino-Li resin – a cross-linked polyacrylic amide solid support suitable for the synthesis of peptides and biomolecules, which is compatible with organic as well as aqueous solvents.

Get the most out of your synthesis! Monitor your deprotection and coupling steps for completion and optimize your reaction protocols to maximize yields and minimize side-products! 

Novel excipients can help you master the challenges associated with the production and formulation of protein- and RNA-based drugs due to their inherent fragility. Discover the SURPAX TM technology!

You missed our workshop featuring Prof. Thierry Brigaud? Watch the Recording!

Encode beads with unique tags for combinatorial syntheses & screening. Build libraries & identify hits. Discover properties and applications of our novel bifunctional TentaGel® resins.

Wondering about the difference between Boc and Fmoc chemistry in solid phase peptide synthesis? Don't worry: in this short overview we will guide you through the basics of both strategies.

Use the possibilities of Linkerology® to boost the efficacy of your drug! We illustrate how the drug Gepirone (Exxua TM ), a medication to treat major depressive disorders, can be conjugated.

Clever Move - Add positive effects to your molecule by introducing the most electronegative element. Discover fluorinated building blocks as game changer for your lead development. 

Have an additional ace up your sleeve for selective and efficient peptide modification, cyclization, and/or bioconjugation. Explore 2-cyanopyridines for click-like reactions. Get more information!

Beyond cysteines: Unlock targeted side-chain modifications of your peptides and proteins via the introduction of 1,2-aminothiols and subsequent click-like functionalization. 

Boron is not boring at all! Today, we'll delve deeper into the exciting world of boronate-containing amino acid building blocks and unlock the potential of the next generation of peptides. Read on!

The targeted delivery and traceless release of drugs is an important concept in pharmacology. Discover the possibilities of payload conjugation to carrier proteins shown for the example drug Elacestrant.

You are looking for a building block suitable to control the folding characteristics of your peptide or want to add a pH-sensitive conformational switch? Discover aminoprolines and their properties!

Are you keen on developing novel billion-dollar-selling peptide API blockbusters? Most recent ones use lipophilic Albumin binding moieties. Of course, Iris Biotech has the necessary building blocks!

Add glycans to your proteins with our ready-to-use Fmoc asparagine building blocks suitable for solid phase peptide synthesis and produce peptides with exactly defined glycosylation patterns!

Discover our small-sized, neutral Fmoc-protected nitrobenzoselenadiazole- and nitrobenzothiadiazole-modified amino acids suitable for SPPS of fluorescent peptides. 

Sick of Lysine side chain protecting groups jumping around, yielding scrambled peptides? Check our various options to fine-tune protecting group stability vs. cleavability to optimize your peptide yield.

Keeping control! PEGylating reagents with a squaric acid ethyl ester react chemoselectively with side chain amino functions of surface-accessible Lysines in proteins. Other functionalities are not affected.

You want to attach your small molecule to a certain carrier? Let’s analyze the functional groups present and discuss Linkerology® possibilities for permanent or trigger-inducible, tracelessly-cleavable linkage.

TCEP is an effective reductant for disulfide bonds and a versatile reagent for various applications in protein science with distinct advantages compared to DTT and BME.

The potential of natural products of daily life , such as 6-shogaol from ginger ( Zingiber officinale) , can flourish if the active ingredient is conjugated to an appropriate carrier via Linkerology®. 

Discover the cyanobenzothiazole (CBT) click reaction , a not (yet) so well-known biocompatible and bio-orthogonal mechanism faster than the famous azide-alkyne cycloaddition (CuAAC).

Add a new dimension of orthogonality to your peptide synthesis by using Safety-Catch arylalkyl sulfoxide protecting groups! This newsletter tells you about benefits and usage – Read on!

Discover our diazirine-substituted building blocks suitable for the analysis of protein-protein and RNA-protein interactions via proximity labeling upon photoactivation. Read on for more information!

Plasma technology allows to equip inert polymers such as poly(ethylene) or polystyrene with functional groups like amine or carboxylate enabling further conjugations and applications. Read on!

Shine bright like our fluorophores! Learn how our superior fluorogenic protease substrate peptides can enhance your test performance. Click here to gather more information and discover available products!

Our monofunctionalized dextrans are enriching the toolbox of polymer therapeutics – Dextrans benefit of excellent solubility, biocompatibility, biodegradability, and non-immunogenicity.

Coupling Reagents are required for the formation of an amide or ester bond. As simple as those reactions seem to be, the choice of the appropriate reagent is crucial for optimizing purity and yield.

Maleimides provide versatile options for connecting payloads to proteins and other biomolecules. Discover how our bifunctional thiol reactive crosslinkers can support your project. Read on!

Argpyrimidine is the result of a Maillard Reaction-like nonenzymatic posttranslational modification. You want to investigate the effect of this change on function and stability? Get the building block!

The HaloTag®, SNAP-Tag® and CLIP-Tag TM represent versatile tools for the specific, covalent attachment of in principle any molecule of choice to a protein of interest. Discover our substrates!

(Bi)functional dioxoborolane and disulfide-based self-immolative linkers – mode of action and application examples for the detection of H 2 O 2 , for prodrug design, and reversible peptide cyclization.

We can’t get enough of new products and innovations! Read this blog to get detailed information on the cyanylating reagent NTCB as well as selenocysteine amino acids, both useful tools for peptide ligation.

Jensen et al. developed two methods that use poly-His sequences to direct the highly selective acylation of proteins, either at the N-terminus or at a specific Lys residue. Read on for more information.

See how our “mRNA grade” DTT and Spermidine can support also your nucleic acid production. Read on for more information.

Herein, we present the Clean Peptide Technology using Smoc Amino Acids developed by Sulfotools in Germany. Replace organic solvents with water during peptide synthesis - Read on for more information!

You want to get an overview about the various resins available at Iris Biotech as well as their specifications, differences, and applications? Read on for further information and details.

The Dawson Linker and its variants provide access to C-terminal peptide thioesters which are crucial components of Native Chemical Ligation reactions. Read on to discover all derivatives available at Iris Biotech!

The para -azido benzyloxycarbonyl protected lysine building block Fmoc-L-Lys(4-N3-Z)-OH (FAA8830) is useful for a wide range of applications. Read on to find out more!

Dyes and fluorescent labels are an invaluable tool for diagnostics, medical and biochemical research. Iris Biotech offers labels with excitation ranges from UV to near-IR and various functional groups.

Discover our selection of disulfide-based self-immolative linkers allowing to influence linker stability, fine-tune the self-immolative cleavage rate and thus impact the speed of the payload release.

Interested in the introduction of Sarcosine (N-methylglycine), e.g. for hydrophilicity increase of your derivative of choice or for PEG replacement? Check-out our available Sarcosine building blocks!

Herein, we present building blocks for the synthesis of protected hydroxylamine derivatives which can be further used for bio-conjugation and various other applications. Read on to find out more!

Discover our selection of propargyl-substituted amino acids and find the best position for subsequent Click chemistry within your peptide/protein. Just click here for further information on our products.

Aspartimide formation remains one major hurdle during peptide synthesis. Read on to find out more about different strategies and available products at Iris Biotech in order to avoid this side product.

Iris Biotech offers a variety of (functionalized) biotin and desthiobiotin reagents reactive towards certain functional groups. Discover our growing portfolio and latest additions.

Herein, we present Fmoc-protected N-alkyl-substituted carboxy linkers, which can be elongated by Fmoc-SPPS and can easily be linked to amino-functionalized solid supports. Read on to find out more about their advantages.

Compounds of the shown formula can simply be bound to solid supports via amide bond formation without racemization of the C-terminal amino acid and enable the synthesis of very pure peptides.

The peptide-based ADC linkers Val-Cit and Val-Ala are efficiently cleaved by lysosomal proteases and benefit from increased serum stability and effective payload-release in targeted cells.

The incorporation of alpha-trifluoromethyl substituted amino acids into peptides increases proteolytic stability, enhances lipophilicity, and induces secondary structures. Read on to find out more!

Iris Biotech offers various (protected) azide- and alkyne-modified fatty acid derivatives suitable for Click Chemistry. Interested? Read on to find out more!

Iris Biotech offers hetero-bifunctional crosslinkers bearing an N-hydroxysuccinimide (NHS) ester and a maleimide group suitable for the reaction with amine- and thiol-containing molecules.

Read on to find out more about Iris Biotech’s Linkerology® portfolio including substituted pyridyldithiols as building blocks for the reversible chemical conjugation to sulfhydryls.

Interested in studying the effect of palmitoylation on your peptide’s localization, function, and stability? Read on to find out more about the use of lipidated “fatty” amino acids!

Cys(Aapam): an Alloc protected Phacm linker as removable side chain modification for the incorporation of e.g. solubilizing tags facilitating the preparation of hydrophobic peptides and proteins.

Are you using the Fmoc-MeDbz-OH Dawson Linker in large scale on a regular basis? A robust and economic processallows us to promptly provide you with kg quantities at competitive prices and in high quality.

An efficient, versatile linker developed for the synthesis of C-terminal primary/secondary amides and hydrazides as well as peptide alcohols, which is compatible with SPPS and suppresses side reactions.

Interested in the formation of peptide thioesters for Native Chemical Ligation? Read on to find out more about the use of Dawson Linker derivatives as thioester surrogates compatible with Fmoc SPPS.

Enzymatically-activatable probes based on 7-amino-4-methylcoumarin (AMC) represent versatile tools for the detection and localization of proteolytic enzyme activities. Read on to find out more.

Methionine is particularly prone to oxidation by atmospheric oxygen in vitro but also by reactive oxygen species in vivo, resulting in the corresponding sulfoxide and sulfone. Read on to find out more.

One approach for the design of bioactive peptides with improved pharmacological properties is the derivatization of amino acid building blocks with fluorine. Find out more about the advantages of fluorinated peptides.

Mpro is a key enzyme of coronaviruses (coronaviridae) and thus an attractive drug target. Iris Biotech offers fluorescent substrates, which can be used to perform various types of screenings and to identify potential inhibitors of COVID-19.

Interested in histidine derivatives? Iris Biotech provides a selection of deamino- and decarboxy-products. Find out more about benefits and potential applications of our new building blocks.

Iris Biotech offers various linked kinase inhibitors including analogues of Gefitinib, Imatinib, Sunitinib, Staurosporine and many more, which can easily be conjugated to other biomolecules, if desired. Have a look and read more.

Looking to optimize or functionalize your peptide? Explore our ever-growing selection of Arg derivatives and find the one suitable for your application.

Learn, how His-Tag can be used for specific linker attachment. Another example in our LINKEROLOGY series of sophisticated linker technologies.

Placing Dde as one terminal group of a linker and a functional group prone for conjugation as the other or using Dde as the central connective portion of a linker, allows for the creation of new bifunctional linkers.

The ever-growing sophistication and variation in linker design have given rise to a new and distinct field of knowledge in synthetic chemistry termed Linkerology. Discover our expertise and panoply of new cutting-edge tailor-made linker constructs for the latest state-of-the-art bioconjugations.

Alkyne amino acids allow for Click conjugations and other types of chemistry. Read more about alkyne-functionalized amino acids and our related products.

DTT is a powerful yet mild reducing agent. Based on your demand we can offer different quality grades to suit your needs.

Peptide purification after SPPS usually requires time- and solvent-consuming HPLC, which is often limited by co-eluting side-products. Belyntic’s catch-and-release PEC-Linker chemoselectively catches the desired product from your crude to reach a new dimension of purity.

Proximity labeling of proteins with biotin-phenol (biotin-tyramide) and an engineered peroxidase enzyme (e.g. APEX = Engineered Ascorbate Peroxidase) is a pivotal tool for molecular biology.

Delivery of hydrophilic compounds across membranes is usually problematic. Modification with triphenylphosphonium ions has been shown to overcome this barrier.

Mercapto-PEG-Acids are highly hydrophilic, non-antigenic, non-immunogenic and non-toxic.

Azido and alkyne functions can cyclise by an intramolecular CuI or Cu0 catalyzed azide-alkyne 1,3-dipolar cycloaddition (CuAAC). This so-called Click Reaction, developed by K. Barry Sharpless and Morton Meldal, has meanwhile grown to a widely used type of reaction orthogonal to many other types of reactions in different kinds of applications.

The azido group can be reduced to an amino function and hereby serve as masked amino group. It is of particular use if additional orthogonalities are needed. Azido is stable towards treatment with piperidine (Fmoc deprotection), Pd(0) (Alloc removal) and acidic treatmet (cleavage of Mtt, Trt or other acid sensitive groups). However, as it is a pseudohalogenide, care has to be taken during coupling steps, as HATU will cause high racemization. This can be avoided using collidine or other non-nucleophilic bas...

Click Chemistry in DNA Synthesis - Applications and Procedures in DNA Synthesis

Diethyl-acetamidomalonate Route: The probably most widely used first approach to unnatural amino acids goes via alkylation of diethyl acetamidomalonate.

α-Methyl and alkyl-amino acids can be produced by a number of platforms, where the (2S,4S)-4-methyl-2-phenyloxazolidin-5-one scaffold is one of the most popular one.

Trypsin (EC 3.4.21.4), an endopeptidase and natural protease found in the digestive system, cleaves peptide chains and proteins predominantly at the carboxyl side of the amino acids Lys and Arg (except when followed by Pro).

The variations for linkers are endless, as in our catalogue program already hundreds of different derivatives are available for conjugation of small molecules, biomolecules and surfaces to each other.

Polyamines such as ethylene diamine and its higher homologues are important feedstocks for the chemical industry. Compounds like putrescine, spermidine, and spermine play important roles in both eukaryotic and prokaryotic cells and show many other different biological functions.

Polyglutamates are well known to be highly biocompatible, biodegradable and multifunctional polymers, which have already been used as building blocks in polymer drug conjugates and polymeric micelles.

Potential alternatives to PEGs, polypeptoids in general and polysarcosine (PSR) in particular stand out in terms of safety, synthetic control and versatility.

Amino protected amino-PEG-acids can be used for the PEGylation of solid particles in order to create hydrophilic and reactive surfaces with no non-specific binding issues.

We now offer a series of Lysine dendrons for chemoselective functionalization of molecules containing carbonyl groups. These multivalent molecules carry diverse types of moieties, such as amine- or hydroxyl-groups, DOTA chelators or triphenylphosphonium (TPP) cations.

Conjugates of PEG and folic acid or cholesterol, respectively, combine the positive properties of these molecules. Those conjugates are available with a wide variety of functional groups and different PEG chain lengths to suit your needs.

Fmoc-L-Dap(2-Boc-aminoethyl)-OH is the first in a series of new triamino acid building blocks. This azalysine is useful for introducing positive charges into a peptide, or for creating branched structures.

Omniligase-1 enables efficient and racemization-free ligation of two side-chain unprotected peptide fragments at many different positions. Test this innovative enzyme developed by EnzyPep B.V. using the complementary model peptides included in our kit!

Peptides as pharmaceutical compounds suffer from unfavorable pharmacokinetics which is, among other things, due to a slow uptake into cells and rapid proteolytic cleavage. N -Alkylation of peptides is a valuable tool to overcome these limitations. We now offer new kits that enable the facile preparation of peptoids and N -alkylated peptides.

Asymmetric Rhodamine 110 protease substrates are used for the determination of protease kinetics. The asymmetric structure of these dyes greatly simplifies the determination of enzyme kinetics, while the properties of Rhodamine 110 facilitate an uncomplicated readout.

Our new Biotin-SS-Tyramide linker is a valuable tool for peroxidase-promoted targeted protein biotinylation. By using peroxidase-tagged antibodies, proteins and protein clusters can be selectively biotinylated, and then isolated using streptavidin. The biotin tag can be subsequently removed using reducing agents (e.g. glutathione).

5-oxa-Derivatives of Orn and Arg, respectively, these rare amino acids are produced by legumes as protection against herbivores. For your convenience, we offer building blocks of both amino acids compatible with standard Fmoc/ t Bu SPPS chemistry

Surprising behavior of NXO-peptides. It is a significant property of peptides that oxalo-retro azapeptides have the same donor and acceptor distances and properties for hydrogen bridge formation as a tripeptide fragment and therefore induce beta-sheet formation at this position.

Alkylating the Nitrogen of an amide bond results in peptoid structures, leading to conformational restrains, like N-methylation and allows backbone derivatisation. Applications already have been published with Cilengitide, Piscidin 1, and MC4 receptor agonist.

Fmoc-Sieber amide resin is an acid-labile carrier for solid phase synthesis of peptide amides. Cleavage with only 1% TFA makes it an ideal carrier for the synthesis of protected peptide fragments in fragment condensation strategies for the synthesis of long peptides.

alpha-Sulfo-beta-Alanine has been used to couple to hydrophobic molecules and peptides and increase solubility. Attachment can be carried out by conventional Fmoc/tBu protocols.

GABA is a neurotransmitter in the central nervous system of mammals and its deficiency is associated with severe neurological disorders. Statine, a GABA analogue, occurs in several peptide APIs. Derivatives of gamma-amino acid analogues are of continued vital interest for a variety of applications in medicinal chemistry. We have a tool box available to offer a broad range of substituted gamma-amino acids and statines on custom synthesis basis.

Used for Efficient and Economic Bulk Synthesis of Peptide APIs: A new technology is available with a set of new preloaded resins, which enable the synthesis of peptide amides WITHOUT ANY LINKER. Amino acid amides, which bear a functional side chain, are immobilized on acid sensitive resins. This makes process development, small scale synthesis, bulk production and in-process control very easy. Find more technical details in our application for demonstration purposes with BIVALIRUDIN.

Benzotriazol activated carboxylic acids: Fast reaction (within minutes) at room temperature with amines and other nucleophiles under addition of base (in both water and non- aqueous solvents). Stable to racemization when coupling with nucleophiles. High solubility in organic solvents like DMF and DCM. Stable in water.

Novel liposomes built of dPEG-Phospholipids with defined PEG chain length provide prolonged blood-circulation time and improved cellular uptake as administration carriers for drugs, delivering active molecules to the desired target.

Tyramine compounds are converted to highly reactive radicals by horseradish peroxidase in presence of H2O2 which preferentially react with surface exposed tyrosines. Biotin Tyramide and Biotin-PEG-Tyramide therefore are ideal reagents used for tyrosine-/protein-biotinylation.

Bis Thiol & Amine reactive PEGylated Cross-Linker which has been used for enhanced receptor binding, for the design of long-acting conjugates for type 2 diabetes therapeutics and in reorienting the Fab Domains of Trastuzumab Results in Potent HER2 Activators.

Phthalimidooxy PEG-based cross linkers form stable oximes with aldehydes, also latent ones as present in carbohydrates. Their reactivity is sufficiently mild for a broad used in creating conjugates with sensitive biologics.

Compounds like putrescine, spermidine, and spermine play important roles in a many biological functions. Many of them are excellent targets for oncology studies and other fields of medicinal chemistry. Find in our new brochure Diamines & Polyamines our possibilities for custom synthesis and a set over 100 available derivatives.

Building Blocks for the synthesis of 2,3-diaminobutanoic acid containing peptides or for Click reactions.

Spermines and other Biogenic Polyamines interact due to their multi cationic structure with DNA!

alpha-Sulfo-beta-Alanine has been used to couple to hydrophobic labels like Cyanine and Rhodamine dyes and other hydrophobic residues to increase their solubility in water. As di- or tripeptide a further increase of hydrophilicity can be achieved. Fmoc-beta-Ala(SO3H)-OH can be coupled in SPPS by standard phosphonium or uronium based coupling reagents. In high throughput technologies for DNA sequencing and genomics charge-modified dye-labeled dideoxynucleoside-5’-triphosphates were synthesized for &ls...

Mal-AMCHC-OSu trans-N-Succinimidyl 4-(maleimidomethyl)cyclohexane-1-carboxylate Formula:                    C 16 H 18 N 2 O 6 Molecular Weight:     334,33 g/mole CAS:  64987-85-5 CODE:  MAA1000 1g:       EUR    300,-    US$   420,- 5g:       EUR  1200,-  ...

Reported applications: Introduction of 9-fluorenylmethyloxycarbonyl, trichloroethoxycarbonyl, and benzyloxycarbonyl amine protecting groups into O-unprotected hydroxylamino acids using succinimidyl carbonates; Anelka Paquet; Can. J. Chem. ; 1982; 60: 976. Widely Applicable Deprotection Method of 2,2,2-Trichloroethoxycarbonyl (Troc) Group Using Tetrabutylammonium Fluoride; Cheng-yuan Huanga; Ning Wanga; Katsumasa Fujikia; Yuji Otsukaa; Masao Akamatsua; Yukari Fujimotoa; Koichi Fukasea; Journal o...

Dendrimers offer a new possibility to derivatize small molecules, surfaces or biopharmaceuticals with a monodisperse macromolecule and alter in this way properties like solubility and hydrophilicity. Immunogenicity and pharmacokinetics of pharmaceuticals will be improved. The synthetic approach for designing these dendrons of different generations is based on 2,2-bis(hydroxymethyl) propionic acid, which is a non-toxic and biocompatible building block. The size can be designed from 250 g/mole for 1st gene...

A novel, ethylene glycol-based protecting group is designed and synthesized for use in solid phase peptide synthesis.

Chiara Carboni, Hans G. T. Kierkels, Lucia Gardossi, Kamil Tamiola, Dick B. Janssen and Peter J. L. M. Quaedflieg Tetrahedron Asymmetry: 2006; 17 : 245–251 https://doi.org/10.1016/j.tetasy.2005.12.023     Abstract: We have demonstrated for the first time that D-glutamine (D-Gln) and D-glutamic acid (D-Glu) can be efficiently obtained in high ee (97% and 90%, respectively) by enzymatic kinetic resolution of D,L-Gln and D,L-Glu. This was achieved by enantioselective conversion of...