Search results for: 'thio'

Looking for methods to selectively modify your peptide’s N-terminus ? Discover triazolecarbaldehydes and benefit of mild reaction conditions, high yields, and compatibility with aqueous media.

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.

Discover CysGluDan, a new fluorescent probe for the detection of reactive metabolites in drug development, which can detect both "soft" and "hard" nucleophiles. 

We expanded our portfolio of Fmoc-protected homo amino acids . Benefit of their unique properties to modulate the stability, hydrophobicity, and biological performance of your peptide!

Discover MYTsA as coupling reagent for peptide synthesis in “traditional” C→N and vice versa in “natural” N→C direction. Avoid racemization and benefit of improved atom economy!

Tetrahydropyranyl (THP) is an excellent protective group for hydroxy and thiol moieties but rarely used in solid-phase peptide synthesis (SPPS). Discover its advantages, e.g., over O/S t Bu and Trt.

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!

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

What’s new? Don’t miss innovative building blocks and latest technologies – have a look at our new products flyer and discover our portfolio additions from January to June 2024!

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.

Proposing norbornenes – strained, bicyclic alkenes for fast, copper-free, biocompatible click-conjugation with tetrazines. Read on for more details on applications and available products!

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. 

Discover photocages – photosensitive protecting groups that are removed by irradiation with light of a defined wavelength, thus restoring the original, “active” state.

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. 

Increase your peptide’s stability, introduce an NMR label for analysis, or enhance lipophilicity. Read our blog to discover our latest toolbox additions in the field of non-canonical amino acids.

Curious about the highlights of our 2023 portfolio additions? Discover innovative building blocks and latest technologies! Read on to check out the summary or get in contact if you need more details!

Discover possibilities to fight chronic pain diseases by employing linker technologies. Check out the options for multiple drug conjugation in combination with different release mechanisms.

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!

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.

A heart of gold! Metals and ores - see here how their surfaces can be equipped with bifunctional organic linker molecules and thus be turned into modifiable biocompatible materials.

Ongoing research efforts lead to the discovery of innovative building blocks and new APIs. However, for industrial applications, upscaling is required. Herein, we share the process development for Fmoc-Cys(Msbh)-OH.

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.

Discover our new building block 4-(azido-propyl-tetrazine)phenylalanine (pTAF) and make use of the orthogonality of the 2 nd and 3 rd generation Click reaction to build multiconjugates via double-Click.

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.

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!

Our building block Fmoc-L-Cys(Cam)-OH enables peptides resembling reduced and carbamido-methylated protein fragments by standard SPPS without error-prone modification reactions.

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!

Infinite like the deep sea – marine natural products are an infinite source of (bio)active compounds. In this series we present how natural products can be conjugated to empower their inherent potential.

Building blocks with a strained triple bond do not require copper catalysis when used in click chemistry. Discover CliCr®: improved solubility in aqueous conditions and high reactivity! Click here!

From evolution to solution - natural products are an infinite source of (bio)active compounds. In this series we present how natural products can be conjugated to empower their inherent potential.

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

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!

Herein, we present functionalized perfluorobiphenyl building blocks which can be used for site-selective π -clamp mediated cysteine conjugation. Read on for more details about this general method!

PEGs are being used as spacers, as hydrophilic decoration, and building blocks. Read on for more detailed information about the reactivity of different PEG derivatives and how to use them.

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.

In two joint studies together with Prof. F. Albericio we investigated the coupling efficiencies of Ser and Thr pseudoproline monomers and their use for the synthesis of inaccessible peptide sequenes. Read on!

Curious about our latest portfolio additions from July to December 2022 and the 2022’s overall product and newsletter highlights? Click here to check out the summary or get in contact for more details!

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.

You are working on complex peptides and are looking for a new level of orthogonality facilitating the overall synthetic process and improving your yields? Check out the Msbh safety-catch protecting group!

From mg synthesis of a peptide up to bulk quantities often makes a huge difference in the route of production. Read on for more information about Iris Biotech’s process development services.

1,4-Benzenedimethanethiol is used as thiol scavenger during solid-phase peptide synthesis. In comparison to other thiol scavengers, this reagent is odorless and provides high quality crude peptides.

Read on for detailed information on the results of our comparative study on different methods to tackle aspartimide formation. Click here!

Herein, we report the first-time SPPS of a special peptide sequence via employment of of a serine pseudoproline building block as well as sec-isamyl mercaptan (SIT) as cysteine protecting group.

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.

Herein, we present 2-Iminobiotin, a cyclic guanidino analogue of biotin with pH-dependent affinity for avidin, and compare it to biotin and desthiobiotin. Click here for more detailed information.

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!

Drug the undruggable – click here to get more information about the use of PROteolysis TArgeting Chimeras (PROTACs®) as a tool for targeted protein degradation and discover available building blocks.

Oxidation is not only a known degradation pathway of proteins and peptides in vivo but is also a major side reaction for certain amino acids during peptide synthesis in vitro. Read on to discover our available building blocks.

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!

Looking for an acid stable protecting group? Struggling with undesired loss of the Cbz protecting group while removing Boc under acidic conditions? Read on to find out more about iNoc as alternative.

Discover our selection of substrates for Halo-, Snap-, and Clip-tagged proteins bearing different terminal groups suitable for further functionalization, e.g. biotinylation and Click chemistry.

Herein, we summarize certain product highlights and innovations, which we presented in our newsletters 2021. Have a look and get in contact for more information or an individualized offer.

You missed our workshop featuring Prof. Dr. Fernando Albericio (University of KwaZulu-Natal & University of Barcelona)? Any further questions? Please get in contact via info@iris-biotech.de

Check out our growing portfolio on adamantyl-substituted amino acids and building blocks. At Iris Biotech, we are constantly striving to improve our services, our products, and the routes of synthesis.

Discover the versatile applications of hydrazone resins e.g. for the preparation of peptide hydrazides, or the generation of peptide thio esters. Read on to find out more and see our available products.

Selenocysteine (Sec) plays a crucial role for various biological processes, and selenoproteins can be found in all lineages of life. Read on to discover the 21 st amino acid, its derivatives and applications.

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

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 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 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!

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.

Herein we present substituted diazacyclononynes (DACNs) as versatile tools for metal-free strain-promoted Click Chemistry that are characterized by high reactivity and stability, both thermally and chemically.

Herein, we present aminooxy-amino acids reported for peptide synthesis via oxime ligation, cyclization via oxime formation, derivatization e.g. by glycosylation, or chelation. Read on to find out more.

The new disulfide-based protecting group sec-isoamyl mercaptan (SIT) is fully compatible with Fmoc- and Boc-SPPS and can easily be removed reductively upon addition of dithiothreitol.

Cyclopropanes represent important design elements in medicinal chemistry and are widely present in drug compounds. Read on to find out more about their full potential.

The linkage of a drug to its carrier via a disulfide-based self-immolative linker allows for the specific intracellular release of the active molecule upon glutathione reduction and linker cleavage.

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.

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.

The thiosuccinimide linkage is a prominent connective motif resulting from the reaction of a thiol and an alkyl maleimide. Read on to learn more about its applications and potential improvements.

Nitrodibenzofuran (NDBF) is a photocleavable side chain protecting group that can be removed by photolysis upon irradiation with UV-light or – especially for in vivo applications – by two-photon excitation using near infrared light.

Isopropyl-β-D-thiogalactopyranoside (IPTG) is one of the most commonly utilized reagents in molecular biology.

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.

The Allocam protecting group allows for selective deprotection and disulfide bond formation on-resin in one step.

Two selected publications were summarized in this article in order to highlight the impressive utility of amino acids incorporating the diazirine photophore.

Protease inhibitors are molecules that inhibit protease function by binding either reversibly or irreversibly to the enzyme.

o -Nitroveratryloxycarbonyl (Nvoc) is a photocleavable side chain protecting group for lysine that can be removed by irradiation with UV light (350 nm).

Iris Biotech introduces a comprehensive set of photo-crosslinking amino acids bearing the diazirine moiety.

This alkyne-functionalized cysteine building block can be incorporated into peptides via the Fmoc strategy.

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

Mutant or modified aminoacyl tRNA synthetases (aaRS) have been used to charge non-natural amino acids to the corresponding tRNA, which incorporates them into polypeptides or proteins during recombinant synthesis.

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.

PEGs show a spectrum of unique physical and chemical properties, which have been described in literature extensively by the pioneers in PEGylation: Harris, Veronese and recently by Hermanson. Here are summarized the most common known properties.

Nanotechnology and nanobiotechnology using gold or silver particles, quantum dots or even magnetic particles are broadly diverse, rapidly expanding areas of study in medical diagnostics and therapeutics, sensoric and chemistry.

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.

This innovative auxiliary facilitates Native Chemical Ligation at the position of a Glycine residue in a peptide sequence. The auxiliary can be further functionalized, e.g. by PEGylation. Following NCL, the auxiliary is removed by irradiation with UV light.

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!

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).

A new hydrazone resin enables a convenient way to synthesize peptide hydrazides for Hydrazone Ligation Technique and Native Chemical Ligation (NCL).

Pseudoprolines derived from Serine and Threonine have developed to standard building blocks for peptide synthesis since their invention. Now this technology is also available with Cysteine residues, as the corresponding 2,4-dimethoxyphenyl-pseudothiaproline is compatible with standard Fmoc/tBu protocols.

This oNv (2-Nitroveratryl) is the latest addition to our repertoire of cysteine protecting groups. It opens new possibilities of orthogonality to the existing strategies for disulfide bridge formation.

Maleimide (MAL) reacts rather specific with free thiol groups and forms appropriate conjugates. However, this reaction is slightly reversible, resulting in loss of the conjugation partner. Amino functions open the maleimido ring structure through hydrolysis with nucleophilc neighboring effect and thus inhibit the undesired release reaction.

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.

Cysteins and homocysteins are found in many natural and artificial peptide sequences. Mercaptoproline is a rigid analogue of homocysteine offering several options to the medicinal chemist.

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.

DTNB, frequently called Ellman’s Reagent, used as reagent for determination of free sulfhydryl groups.

Aryl azides are well-known precursors of nitrenes and have been introduced by Fleet  et al . as versatile photoaffinity labeling agents to probe biological receptors.

H-L-Aha-OH*HCl H-L-Dab(N3)-OH 4-Azido-L-homoalanine (S)-2-Amino-4-azidobutanoic acid hydrochloride Formula:                    C 4 H 8 N 4 O 2 *HCl Molecular Weight:     144,13*35,45 g/mole CAS:  942518-29-8 CODE:  HAA5730 1g:       EUR    200,-    US$    300,-  5g:   ...

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,-  ...

Cleland's reagent, also known as dithiothreitol or DTT is a water soluble protective reagent for sulfhydryl groups. It reduces disulfide linkages to free sulfhydryl groups in proteins and enzymes. It is a component of buffers used in protocols for the isolation and purification of proteins. DTT (racemic), Cleland's Reagent

PGA (Penicillin G Amidase, Penicillin Acylase, Penicillin Amidohydrolase from E.coli on acrylic resin, Systematic name: Penicillin amidohydrolase, E.C. 3.5.1.11) has an active pocket, which is very specific for phenyl acetic acid. The prominent commercial use is hydrolysis of a phenylacetamid bond during production of the penicillin API 6-APA (De Martin et al., J. Mol. Catal. B:Enzymatic 1999; 6: 437). The high specifity of PGA towards the Phenylacetyl moiety makes the use of Phacm as new alternative ...

Mercapto acids were attached through their thiol group onto 2-chlorotrityl (Clt)-, trityl (Trt)-, 4-methyltrityl (Mtt)-, 4-methoxytrityl (Mmt)-, and 4,4'-dimethoxytrityl (Dmt)-resins.