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(2S,3R)-H-Abu(3-N3)-OH hydrochloride - CAS 2737202-63-8

(2S,3R)-H-Abu(3-N3)-OH hydrochloride - CAS 2737202-63-8 Catalog number: BADC-01813

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(2S,3R)-H-Abu(3-N3)-OH hydrochloride is a free amino acid derivative with an azide group at the 3-position of the side chain, existing as a hydrochloride salt. The (2S,3R) stereochemistry ensures a defined chiral configuration, making it a stereospecific building block for peptide synthesis. The azide group enables ''click chemistry'' reactions (e.g., with alkynes) for site-specific labeling or conjugation, while the free α-amino group allows direct incorporation into peptides. This makes it useful for synthesizing peptides with clickable tags or functional handles for bioconjugation applications.

Category
ADC Linker
Product Name
(2S,3R)-H-Abu(3-N3)-OH hydrochloride
CAS
2737202-63-8
Catalog Number
BADC-01813
Molecular Formula
C4H9ClN4O2
Molecular Weight
180.59
Purity
>99%
(2S,3R)-H-Abu(3-N3)-OH hydrochloride

Ordering Information

Catalog Number Size Price Quantity
BADC-01813 -- $-- Inquiry
Synonyms
(2S,3R)-2-amino-3-azidobutanoic acid hydrochloride; Butanoic acid, 2-amino-3-azido-, hydrochloride (1:1), (2S,3R)-; (2S,3R) H-Abu(3-N3) HCl; H-Abu(3-N3).HCl (2S,3R); H-Abu(3-N3)-OH HCl (2S,3R)
IUPAC Name
(2S,3R)-2-amino-3-azidobutanoic acid;hydrochloride
Canonical SMILES
C[C@H]([C@@H](C(=O)O)N)N=[N+]=[N-].Cl
InChI
InChI=1S/C4H8N4O2.ClH/c1-2(7-8-6)3(5)4(9)10;/h2-3H,5H2,1H3,(H,9,10);1H/t2-,3+;/m1./s1
InChIKey
MWINUACJIVWJPZ-MUWMCQJSSA-N
Storage
Store at 2-8 °C
Related CAS
2404653-96-7 (free base)

(2S,3R)-H-Abu(3-N3)-OH (hydrochloride), a versatile compound with diverse applications in biochemical and pharmacological research. Here are four key applications presented with high perplexity and burstiness:

Peptide Synthesis: An integral component of peptide synthesis, this compound serves as a crucial building block thanks to its unique stereochemistry. This uniqueness enables the construction of peptides with specific configurations essential for investigating protein interactions and functions. Researchers leverage this compound to innovate novel peptides with potential as pharmaceuticals or biochemical tools, pushing the boundaries of peptide science.

Chemical Biology: Within the realm of chemical biology, scientists harness (2S,3R)-H-Abu(3-N3)-OH (hydrochloride) for synthesizing modified biomolecules. By incorporating this azide-containing amino acid into proteins, researchers unlock the door to bioorthogonal reactions such as click chemistry in living cells. This enables the labeling and modification of proteins, crucial for real-time tracking of protein dynamics and cellular processes, shedding light on the intricate workings of biological systems.

Drug Development: Found at the forefront of drug discovery, (2S,3R)-H-Abu(3-N3)-OH (hydrochloride) plays a pivotal role in exploring structure-activity relationships in peptide-based therapeutics. The azide group present in this compound facilitates easy modifications, aiding in the development of drug candidates with enhanced pharmacokinetic properties. This streamlined process allows for the creation of targeted therapies tailored to combat various diseases, promising breakthroughs in the field of medicine.

Proteomics: In the domain of proteomics, this compound serves as a cornerstone in the development of affinity tags and probes. Researchers incorporate it into peptide sequences to design effective tagging strategies for protein purification and identification. Through this methodology, a comprehensive analysis of protein expression, interactions, and functions within complex biological samples is made possible, driving forward our understanding of proteomic landscapes.

The molarity calculator equation

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

The dilution calculator equation

Concentration (start) × Volume (start) = Concentration (final) × Volume (final)

This equation is commonly abbreviated as: C1V1 = C2V2

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