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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
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
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)
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

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