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Sigma-Aldrich

L-2,4-Diaminobutyric acid dihydrochloride

≥95.0%

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Synonym(s):
(2S)-2,4-Diaminobutanoic acid dihydrochloride, L-2,4-Diaminobutanoic acid dihydrochloride
Linear Formula:
NH2CH2CH2CH(NH2)COOH · 2HCl
CAS Number:
1883-09-6
Molecular Weight:
191.06
Beilstein:
5763078
EC Number:
217-542-0
MDL number:
MFCD00064561
UNSPSC Code:
12352106
PubChem Substance ID:
329754346
NACRES:
NA.22

Quality Level

100

Assay

≥95.0% (AT)
≥95.0%

optical activity

[α]20/D +14.5±1.5°, c = 3.67% in H2O

reaction suitability

reaction type: solution phase peptide synthesis

mp

197-200 °C (dec.)

solubility

water: soluble 0.5 g/10 mL

application(s)

peptide synthesis

SMILES string

Cl.Cl.NCC[C@H](N)C(O)=O

InChI

1S/C4H10N2O2.2ClH/c5-2-1-3(6)4(7)8;;/h3H,1-2,5-6H2,(H,7,8);2*1H/t3-;;/m0../s1

InChI key

CKAAWCHIBBNLOJ-QTNFYWBSSA-N

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General description

L-2,4-Diaminobutyric acid dihydrochloride is an unnatural amino acid derivative.

Application

L-2,4-Diaminobutyric acid dihydrochloride is suitable reagent used for the differentiation of β-N-methylamino-L-alanine from the diamino acids by using HPLC-FD, UHPLC-UV, UHPLC-MS, and triple quadrupole tandem mass spectrometry (UHPLC-MS/MS). It is suitable reagent used in the quantification of neurotoxin β-N-methylamino-L-alanine (BMAA) in seafood. It may be used as Internal standard for amino acid analysis

Caution

may give off HCl

Pictograms

CorrosionExclamation mark
GHS05,GHS07

Signal Word

Danger

Hazard Statements

H315,H318,H335

Precautionary Statements

P261 - P280 - P305 + P351 + P338

Hazard Classifications

Eye Dam. 1 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Liying Jiang et al.
Scientific reports, 4, 6931-6931 (2014-11-07)
The neurotoxin β-N-methylamino-L-alanine (BMAA) produced naturally by cyanobacteria, diatoms and dinoflagellates can be transferred and accumulated up the food chain, and may be a risk factor for neurodegenerative diseases. This study provides the first systematic screening of BMAA exposure of
C Müller et al.
Antimicrobial agents and chemotherapy, 51(3), 1028-1037 (2007-01-16)
Actinoplanes friuliensis produces the lipopeptide antibiotic friulimicin, which is a cyclic peptide with one exocyclic amino acid linked to a branched-chain fatty acid acyl residue. The structural relationship to daptomycin and the excellent antibacterial performance of friulimicin make the antibiotic
Sherry M Tsai et al.
Nucleic acids research, 35(1), 307-316 (2006-12-16)
Hairpin polyamide-chlorambucil conjugates containing an alpha-diaminobutyric acid (alpha-DABA) turn moiety are compared to their constitutional isomers containing the well-characterized gamma-DABA turn. Although the DNA-binding properties of unconjugated polyamides are similar, the alpha-DABA conjugates display increased alkylation specificity and decreased rate
S A Banack et al.
Toxicon : official journal of the International Society on Toxinology, 57(5), 730-738 (2011-02-19)
β-N-methylamino-L-alanine (BMAA) is produced by diverse taxa of cyanobacteria, and has been detected by many investigators who have searched for it in cyanobacterial blooms, cultures and collections. Although BMAA is distinguishable from proteinogenic amino acids and its isomer 2,4-DAB using
Paul Alan Cox et al.
Amyotrophic lateral sclerosis : official publication of the World Federation of Neurology Research Group on Motor Neuron Diseases, 10 Suppl 2, 109-117 (2009-12-16)
Veterans of the 1990-1991 Gulf War have been reported to have an increased incidence of amyotrophic lateral sclerosis (ALS) compared to personnel who were not deployed. An excess of ALS cases was diagnosed in Gulf War veterans younger than 45
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