Name: Nγ-Azido-L-2,4-diaminobutyric acid hydrochloride
Brand: BOC Sciences
Rating: 5 (1 reviews)

Size

Price

Stock

Quantity

$--

In stock

Purity

98-102% (Assay by titration)

Solubility

In H2O: 125 mg/mL (692.18 mM; Need ultrasonic)

Appearance

White crystalline powder

Storage

Store at 2-8 °C

Shipping

Room temperature in continental US; may vary elsewhere.

IUPACName

(2S)-2-amino-4-azidobutanoic acid;hydrochloride

Synonyms

L-Dab(N3)-OH HCl; (S)-2-Amino-4-azidobutanoic acid hydrochloride; L-Azidohomoalanine hydrochloride; (S)-2-Amino-4-azido-butanoic acid HCl; azidohomoalanine hydrochloride; (2S)-2-amino-4-azidobutanoic acid hydrochloride; Ng-Azido-L-2,4-diaminobutyric acid hydrochloride

Melting Point

143-148 °C

InChI Key

MHHYJRIDKLZZEO-DFWYDOINSA-N

InChI

InChI=1S/C4H8N4O2.ClH/c5-3(4(9)10)1-2-7-8-6;/h3H,1-2,5H2,(H,9,10);1H/t3-;/m0./s1

SMILES

C(CN=[N+]=[N-])C(C(=O)O)N.Cl

1. Isolation of a new peptide antibiotic, permetin A, from Bacillus circulans

Y Takahara, Y Takeuchi, I Komura, Y Hirose, S Murao J Antibiot (Tokyo). 1979 Feb;32(2):115-20. doi: 10.7164/antibiotics.32.115.

Permetin A was purified from the culture filtrate of Bacillus circulans AJ 3902 by extraction with n-butanol, precipitation with sodium helianthate, CM-cellulose column chromatography and Sephadex LH-20 column chromatography. The compound was found to be a new peptide antibiotic containing 2,4-diaminobutyric acid (Dab), leucine, isoleucine, phenylalanine, valine, serine (in a molar ratio of 3:2:1:1:1:1) and a fatty acid. This antibiotic showed activity in vitro against Gram-negative, Gram-positive and some anaerobic bacteria.

2. Isolation of a new antibiotic 333-25, related to antibiotic EM 49. (Studies on antibiotics from the genus Bacillus. XI)

J Shoji, H Hinoo, Y Wakisaka, K Koizumi, M Mayama J Antibiot (Tokyo). 1976 May;29(5):516-20. doi: 10.7164/antibiotics.29.516.

A new antibiotic, 333-25, active against Gram-positive and Gram-negative bacteria, was isolated from the culture broth of Bacillus circulans 333-25. The antibiotic is a basic acylpeptide containing 2,4-diaminobutyric acid (5), leucine (2), phenylalanine (1) and a fatty acid. It is closely related to antibiotic EM 49, but can be differentiated by chromatographic behaviour.

3. Isolation of octapeptin D (studies on antibiotics from the genus Bacillus. XXVII)

J Shoji, R Sakazaki, Y Wakisaka, K Koizumi, S Matsuura, H Miwa, M Mayama J Antibiot (Tokyo). 1980 Feb;33(2):182-5. doi: 10.7164/antibiotics.33.182.

A new peptide antibiotic complex, named octapeptin D, was isolated from culture broth of a microorganism belonging to the genus Bacillus. The trihydrochloride of the antibiotic was obtained as a colorless powder, soluble in water and methanol. The empirical formula, C47H88N12O11.3HCl.H2O, was indicated by elemental analysis. Amino acid analysis on the acid hydrolyzate demonstrated the presence of 2,4-diaminobutyric acid (4 moles), serine (1 mole) and leucine (3 moles). Gas chromatographic analysis with the methylated product of the ethereal extract of the acid hydrolyzate revealed the presence of beta-hydroxy isodecanoic acid, beta-hydroxy decanoic acid, beta-hydroxy isoundecanoic acid and beta-hydroxyanteisoundecanoic acid. Octapeptin D is active against Gram-negative and Gram-positive bacteria in vitro and in vivo.

ConcentrationVolumeMass	1 mg	5 mg	10 mg
1 mM	5.5374 mL	27.6870 mL	55.3741 mL
5 mM	1.1075 mL	5.5374 mL	11.0748 mL
10 mM	0.5537 mL	2.7687 mL	5.5374 mL

This Nγ-azido L-2,4-diaminobutyric acid hydrochloride derivative is a versatile PROTAC linker building block designed to introduce an azide handle for subsequent conjugation. Its amino acid scaffold supports controlled attachment chemistry, while the azide enables efficient bioorthogonal-style coupling strategies commonly used in targeted protein degradation workflows. The molecule’s hydrochloride salt form improves handling and facilitates incorporation into synthetic sequences. Detailed structural and reactivity considerations are provided below.

Structure: The compound is an L-configured amino acid featuring two amino substituents and a terminal azide at the Nγ position, present as a hydrochloride salt. It contains amide/amine functional groups and an azide moiety, with ionic salt character that enhances aqueous compatibility and promotes reproducible downstream derivatization.

Reactivity: The azide group is suitable for azide–alkyne cycloaddition or related azide-based coupling approaches used to assemble PROTAC architectures. Typical conditions employ polar organic solvents, controlled temperature, and copper-free or copper-catalyzed systems depending on substrate stability and compatibility. Mechanistically, the azide participates in cycloaddition to form a stable triazole linkage. Prior to coupling, amino groups are commonly protected or selectively activated to ensure chemoselective conjugation.

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* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C₁V₁ = C₂V₂