Search results for: 'phenyl'

HMPO (5-(hydroxymethyl)pyrogallol orthoester), a plasma-stable, pH-sensitive, 1,6-self-immolative crosslinker derived from the natural product gallic acid. Discover its properties!

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.

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.

Engineer shape-shifting peptides , controllable by a laser as magic wand! In this newsletter, we’ll explore the possibilities of photo switchable building blocks based on azobenzene.

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.

Explore phenylisopropylesters (OPP/OPis) as carboxy protecting groups. Facilitate your peptide synthesis with building blocks for precise side chain modifications or seamless macrolactamizations. 

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.

Bioengineering in combination with Linkerology® . Check out the unique options for membrane proteins, recombinant immunotoxins (RITs) and novel antibody-drug conjugates.

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.

Allotropes of carbon show distinct characteristics in structure and e.g. electric and biophysiological properties. Discover how these materials can be further exploited by linker attachment!

Non-canonical Tryptophan analogs can help to improve your API’s performance in terms of potency, specificity, and stability. We offer various substituted Trp derivatives also available in small quantities for screening.

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!

(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.

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.

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

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!

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.

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

Herein we present a series of alpha,alpha-cycle-disubstituted amino acid derivatives used in peptide design for their structure promoting effects as well as conformational rigidity.

Herein we are presenting 2-(Fmoc-amino)-3,3-diMe-pent-4-enoic acid (FAA5040), a protease stable Ile/Leu surrogate suitable for further modification via its side chain double bond.

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.

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.

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.

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.

Fmoc-Asp(CSY)-OH – an innovative building block to suppress aspartimide formation during peptide synthesis by utilizing cyanosulfurylide as carboxylic acid protecting group. Read on to find our more!

The highly lipophilic, bulky adamantyl motif is a promising and validated building block to increase the drug-qualities of lead compounds without increasing their toxicity.

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.

Frustrated by aspartimide formation during peptide synthesis? Iris Biotech presents aspartate derivatives with bulky side chain protecting groups that minimize the formation of aspartimide-related side-products.

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 sterical interference of three closely positioned methyl groups favors amide cleavage and payload release upon lactonization. This cascade can be induced by various triggers. Read on to find out more.

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.

Iris Biotech presents the next-generation of hydrolysis-stable phosphono-analogs of pSer, pThr and pTyr. Fluorination renders the phosphonic acid more acidic and thus an even better mimic of the parent phosphoamino acid.

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

Sidechain-derivatized amino acids have shown great potential in enhancing select properties of peptide lead compounds. Find the most recent additions to our portfolio of amino acids bearing additional aryl and alkyl groups in their side chains.

The presence of phenyl groups in APIs is connected with various disadvantages. An increasingly popular solution is the use of BCP as a phenyl ring bioisostere. Find out more about this highly diversifiable motif.

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.

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

The 2D monolayer cell culture model is widely applied for drug screening. However, this approach is frequently not able to adequately mimic the in vivo response.

Phosphorylation of serine, threonine and tyrosine is counted among the most important posttranslational modifications that occur in organisms.

The use of bioactive peptides has increased over the recent years as they attracted attention for their use as therapeutic agents.

a) Catalyst-free Click Reaction Cycloaddition reactions such as the [3+2] azide-alkyne and the [4+2] Diels-Alder reaction, are becoming common conjugation techniques. Applications range from imaging, drug design and development of sensors, thereby spanning the fields of chemical biology, material science, surface and polymer chemistry as well as many other fields. Introduced in 2002, the copper-catalyzed variant of the azide-alkyne cycloaddition (CuAAC) reaction has found broad applicability in t...

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.

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.

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.

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!

The regioselective formation of multiple disulfide bonds is often a synthetic challenge. We now offer an innovative safety-catch Cys protecting group that allows selective deprotection of the sulfhydryl group and is a valuable addition to the peptide chemist’s toolbox.

The Fmoc-L-Phe-Aca pseudo-dipeptide is a useful reporter group for the successful internalization of CPPs. Phe quenches the fluorescence of Aca. Internalization of the peptide containing Phe-Aca leads to proteolytic cleavage of the Phe-Aca bond and thus to fluorescence.

Visit our Glycine section and find a series of amino acid derivatives, where oxazole is the characteristic structural element carrying carboxy and amino function.

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.

The presence of catalytic copper, limits the in vivo application of the Click this reaction for several reasons. We offer custom synthesis of Strained Cyclooctynes and Substituted 1,2,4,5- Tetrazines as building blocks for fast Click reactions in the absence of any catalyst.

Prolines are key elements positioned at the edge of β-turns in peptides. With modified prolines these positions can be used for either covalent amide or disulfide bonds – as we have demonstrated in many examples – or for filling hydrophobic pockets, whenever the pyrrolidine ring is substituted with groups like Methyl or Phenyl.

Any amino acid can be functionalized on the N-terminus with oxalic acid and on the C-terminus with hydrazine, in order to form a so-called NXO building block. Through this double modification N and C terminus will be inverted, which provides interesting structural options for peptidomimetics.

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:   ...

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 ...

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...

Abstract: N alpha-9-Fluorenylmethoxycarbonyl-N epsilon-4=methyltrityl-lysine, [Fmoc-Lys(Mtt)-OH], was prepared in two steps from lysine, in 42% overall yield.