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32830

Sigma-Aldrich

L-2,4-Diaminobutyric acid dihydrochloride

≥95.0%

Synonym(s):

(2S)-2,4-Diaminobutanoic acid dihydrochloride, L-2,4-Diaminobutanoic acid dihydrochloride

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About This Item

Linear Formula:
NH2CH2CH2CH(NH2)COOH · 2HCl
CAS Number:
Molecular Weight:
191.06
Beilstein:
5763078
EC Number:
MDL number:
UNSPSC Code:
12352106
PubChem Substance ID:
NACRES:
NA.22

Quality Level

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

Signal Word

Danger

Hazard Statements

Precautionary Statements

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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
Discovery of α,β- and α,γ-diamino acid scaffolds for the inhibition of M1 family aminopeptidases.
Rajesh Gumpena et al.
ChemMedChem, 6(11), 1971-1976 (2011-10-26)
Sun-Young An et al.
The Journal of general and applied microbiology, 55(5), 339-343 (2009-11-27)
An actinobacterial strain, 2SbT, isolated from lichen was characterized taxonomically using a polyphasic approach. Strain 2SbT was Gram-positive, strictly aerobic, rod-shaped and non-motile. Phylogenetic analysis based on 16S rRNA gene sequence revealed that strain 2SbT was located in the genus
Maria Hoernke et al.
Biochimica et biophysica acta, 1818(7), 1663-1672 (2012-03-22)
Basic amino acids play a key role in the binding of membrane associated proteins to negatively charged membranes. However, side chains of basic amino acids like lysine do not only provide a positive charge, but also a flexible hydrocarbon spacer
S A Banack et al.
Toxicon : official journal of the International Society on Toxinology, 56(6), 868-879 (2010-06-22)
The cyanobacterial neurotoxin beta-N-methylamino-L-alanine (BMAA) has been associated with certain forms of progressive neurodegenerative disease, including sporadic Amyotrophic Lateral Sclerosis and Alzheimer's disease. Reports of BMAA in cyanobacterial blooms from lakes, reservoirs, and other water resources continue to be made

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