Search results for: 'protecting groups'

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!

Same but different! Expand your possibilities for peptide modification and fine-tuning by implementing N ω -carbamoylated arginine building blocks as bioisosteric arginine analogs.

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

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. 

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.

Level up! Carboxymethyl-modified amino acid building blocks suitable for incorporation by solid-phase peptide synthesis. Learn more about available derivatives and their properties.

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

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

The tetrazole isostere of malonyllysine is thermally stable and does not suffer from decarboxylation. Discover our building blocks suitable for incorporation via solid-phase peptide synthesis.

REACH regulation for the handling of N , N -dimethylformamide (DMF), the most commonly used solvent for solid-phase peptide synthesis (SPPS). Read more about consequences and alternatives!

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!

The discovery of the Merrifield peptide synthesis paved the way for automated solid-phase peptide synthesis (SPPS) enabling fast and convenient simultaneous peptide synthesis.

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.

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.

Curious about our latest portfolio additions from January to June 2023? Discover our New Products Flyer and check out the summary of recent product highlights! Get in contact for more details!

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!

You missed our workshop featuring Prof. Rob Liskamp (Cristal Therapeutics, University of Maastricht, University of Glasgow)? Any further questions? Please get in contact via info@iris-biotech.de.

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.

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!

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!

(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.

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!

The 2022 Chemistry Nobel prize is awarded to B. Sharpless, M. Meldal and C. Bertozzi for their work in the field of Click Chemistry. At Iris, we are providing clickable building blocks for nobel chemistry. 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.

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

As the molecular diversity of cyclic and branched peptides becomes more and more challenging, a high level of orthogonal dimensionality is required. Herein, we present a new category of orthogonal protecting groups.

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.

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!

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.

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.

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

Herein we are reporting on the linker stability of amino-PEG-acids achieved via N-methylation and the possible side-reaction without this additional modification. Read on to find out more!

Typically known and employed as preformed dipeptides, we are presenting Serine- and Threonine-derived Pseudoproline monomers as building blocks for solid-phase peptide synthesis.

Back in the lab after enjoying your holidays? Motivated to run new experiments but lacking certain building blocks or standards? Check out our huge portfolio or get in contact for our special offers!

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.

You missed our workshop featuring Prof. Dr. Jeffrey W. Bode (ETH Zurich)? Any further questions? Please get in contact via info@iris-biotech.de

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.

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.

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.

Serine- and Threonine-derived oxazolidines as well as Cysteine-derived thiazolidines, so-called Pseudoprolines, serve as structure-disrupting, solubilizing building blocks in peptide synthesis.

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!

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.

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.

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.

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.

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.

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.

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

Iris Biotech offers L-Cysteine Hydrochloride Monohydrate from Cystine, which is produced by fermentation of Escherichia coli .

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.

Arginine, a semi-essential amino acid, is involved in various important metabolic processes.

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

5 - 7 September 2019

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

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

The most common reagent for the Fmoc-protection of amino acids is currently Fmoc-OSu, followed by Fmoc-Cl. However, the use of these reagents is usually accompanied by several side reactions, such as the formation of beta-alanine and dipeptides.

The Fmoc group is the most frequently used protecting group in peptide chemistry. The most common deprotection conditions involve a solution of 20% piperidine in DMF.

As Boc and Fmoc protected derivatives of both azido and alkyne amino acids are available, they can be introduced into peptide sequences through standard SPPS protocols, for example. In an α-helical secondary structure amino acids at positions i and i+4 are above each other.

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.

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 SCAL linker offers superior chemical stability and permits a variety of orthogonal solid-phase approaches. It is fully compatible with the Fmoc-, Boc- and Alloc- strategies. Cleavage can be performed either by a simultaneous, or by a two-step reduction/acidolysis procedure to afford peptide amides.

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.

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.

We now offer  N,N' -Bis-Boc- N" -triflylguanidine , at both a very competitive price and our habitual high quality. Find out about the usefulness of this and our other guanylation reagents!

Click chemistry is a convenient method to chemoselectively functionalize peptides at specific positions. We offer a variety of different propargyl amino acids for both Fmoc and Boc strategies, for enzymatic synthesis, as well as preloaded resins for SPPS.

Peptide linkers usually are cleaved under acidic conditions or using two-step procedures. Photocleavage proceeds under neutral conditions using UV light and can either be performed in batch or using flow chemistry.

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

Positions next to Glycine are often reasons for side reactions, as aspartamide or diketopiperazine formation can occur. Dmb and Tmb can be used for temporary protection of the amide nitrogen of a peptide bond, in order to solubilize the peptide and increase yield and purity.

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.

Peptide hydrazides can be easily synthesized using a new hydrazone resin, obtained via acylation of aminomethyl polystyrene by Fmoc-hydrazone of pyruvic acid.

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.

For introducing amino-PEG-acids into a peptide chain, several affordable building blocks are available with all conventional protecting groups. They can be incorporated at any sequence position by standard coupling protocols.

In the era of internet a printed edition of a catalogue still has some advantages and fans. You can make handwritten notes in your catalogue. The overview at each page inspires you to think about structure diversity or alternative strategies in terms of protecting groups, coupling reagents or immobilization. You quickly see what is commercially available and get fast an impression about approximate costs of your synthesis. Order now online >

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.

Arginine rich peptides show increased interest during the last years as they have the capability to cross cell and blood brain barrier membranes.

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.

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.

Enzyme‐labile protecting groups have emerged as a green alternative to conventional protecting groups.

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

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

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...

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 ...

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.

Abstract: Trypsin digests peptides at the position of arginine. Because shorter homologues of arginine with appropriate protecting groups for conventional Fmoc/tBu peptide synthesis are now available, three model peptides containing arginine and two shorter homologues of arginine were synthesized.

Abstract: A considerable number of biologically active naturally occurring products are peptides, depsipeptides, and peptide conjugates.