Search results for: 'analog'

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!

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.

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.

You are looking for monodisperse Sarcosines ? You want to use Sarcosine for SPPS? You need to improve your drug's hydrophilicity and search for PEG alternatives? Read on!

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!

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.

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!

One molecule, two identities: PNAs are composed of nucleobases arranged on a peptidic backbone. Discover our PNA building blocks as ready-to-use bases suitable for SPPS.

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 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!

Plant-derived Cholesterol of high and consistent product quality in accordance with Pharmacopoeia requirements to replace established animal source material in LNP formulation. Read on!

Peptide therapeutics – fewer injections/lower doses by prolonging their half-life via addition of a lipid modification that promotes binding to serum proteins such as albumin. Read on for recent innovations!

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.

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.

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.

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!

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 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!

Iris Biotech offers the main building blocks for the synthesis of Liraglutide and Semaglutide and commonly observed impurities as well as reference standards. Read on for more information!

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.

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

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.

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.

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.

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.

Interested in structure-activity studies of your Proline-containing peptide drug? Find out more about the use of Methanoprolines and Dimethylprolines as conformational amide locks.

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

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

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.

Interested in structure activity studies on your Arginine containing peptide or further optimization for improved receptor binding? Explore our guanidino Proline derivatives as rigid Arginine mimics.

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.

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.

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.

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.

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.

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.

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

Amongst various somatostatin analogues, the pentacyclic heptapeptide TT-232 bears unique properties. Iris Biotech offers TT-232 as triacetate and trifluoroacetate salt, respectively, as well as conjugated to either biotin or the fluorophore indocyanine green.

The tremendous success of Liraglutide and Semaglutide has moved amino acids modified with lipids into the focus of many research endeavors. Delve into the treasure trove of our lipidated amino acids!

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.

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.

Succinylation of proteins on the epsilon-amino group of lysine residues is a posttranslational modification that is still poorly understood.

S. Mihaylova, M. Georgieva, T. Bruckdorfer, T. Pajpanova Conference Paper: 35th European Peptide Symposium 2018; https://doi.org/10.17952/35EPS.2018.257

A. Balacheva, M. Lambev, R. Detcheva, T. Bruckdorfer, T. Paypanova Conference Paper: 35th European Peptide Symposium 2018; https://doi.org/10.17952/35EPS.2018.259

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

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

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.

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.

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

Several platforms are available to display the whole assortment of homo-amino acids, as well as the higher homologues β2-, β3-, their double substituted derivatives β2,2,2-, β3,3-, and corresponding γ-amino acids.

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).

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.

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.

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!

N δ -hydroxy- N δ -acetyl-ornithine, an important constituent of many siderophores, is now available for your convenience as  N α -Fmoc- N δ -(acetyl)- N δ -(benzoyloxy)-ornithine  building block which can be used in standard Fmoc/ t Bu SPPS and permits facile on-resin  N δ -deprotection.

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

l -Ornithine derivative containing peptides play important roles in SAR studies, enzyme inhibition and cancer research. We now offer a variety of N δ -substituted ornithines containing heterocyclic, aromatic and aliphatic groups, as well as N- substituted C3- and C4-analogs of ornithine.

Bulky glycine analogs are interesting molecules for creating peptide derivatives with certain biological activities, e.g. with antiviral properties. Furthermore, they are useful compounds for protein structure evaluation.

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.

A set of new statin analogues, so called Super-Threonines, is available consisting of Fmoc protected L-enantiomers with all possible 4 stereoisomers of chiral centers in the side chain. They appear in nature as bridge building element in cyclodepsipeptides, like pipecolidepsin A, a compound which shows relevant cytotoxic activity in three human tumor cell lines (lung, colon, breast) and has unique structural features.

Fatty Acids for Click Conjugation Fatty acid residues and alkyl chains in general can improve solubility and anchoring in membranes and other Lipophilie environments. Find a selection of promptly available short and long chain clickable acids in our web store. Any other – including functional groups for copper-free Click conjugation can be made on custom synthesis basis.

1,4-substituted 1,2,3-triazole are isosteric to peptide bonds and result in peptide mimetics which even retain activity e.g. in case of certain tyrosinease inhibitors. We offer custom synthesis of Alkyne Amino Acid Analogues as building blocks for triazol formation via Click conjugation. Side chains can represent all natural amino acids or unusual residues. In combination with our alpha-azido acids we can offer the whole range of building blocks to design Click-peptide bond analogues for every proteinoge...

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.

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.

June 12th - 14th, 2014 Centro Congressi of University of Naples "Frederico II" Napoli, Italy The Workshop, designed to provide updated information and to critically discuss current trends on synthetic and conformational aspects of bioactive peptides, will deal in the 14th edition with the general subject: "The Renaissance era of Pepitdes in Drug Discovery" .

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.

Superior Performance at a Sensational Price! Available as –COOH, -NHS, -Maleimide, -Alkyne, -Azide Half the price of other well-known dyes like Alexa- & Cy-Dyes. Available also in large quantities. Broadly applied in cell imaging, FRET, fluorescence quenching.

June 07th-10th, 2012 Naples, Italy The Workshop, designed to provide updated information and to critically discuss current trends on synthetic and conformational aspects of bioactive peptides, will deal in the 13th edition with the general topic: “Conformation and Activity in Peptides: Relationships and Interactions” .

Properties of the MiDye Chromophore System: Readily applicable to biolabelling, Click  conjugation protocols and peptide synthesis Stable under buffer conditions (pH 4-8)  and in solid phase peptide synthesis Broadly applied in cell und animal  imaging, tested in FRET systems Available in larger quantities compared  to e.g. Alexa, Cy-Dyes etc. Purities > 85%, supplied as freeze-dried solid powder

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:   ...

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.