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Merck

32830

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
UNSPSC Code:
12352106
NACRES:
NA.22
PubChem Substance ID:
EC Number:
217-542-0
Beilstein/REAXYS Number:
5763078
MDL number:
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InChI key

CKAAWCHIBBNLOJ-QTNFYWBSSA-N

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

SMILES string

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

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

Quality Level

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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

Disclaimer

may give off HCl

pictograms

CorrosionExclamation mark

signalword

Danger

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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
Sun-Jung Kim et al.
International journal of systematic and evolutionary microbiology, 61(Pt 1), 155-159 (2010-02-23)
A Gram-positive, non-motile bacterium, designated KSL51201-037(T), was isolated from Anyang stream, Republic of Korea, and was characterized using a polyphasic taxonomic approach. Comparative 16S rRNA gene sequence analysis showed that strain KSL51201-037(T) belonged to the family Microbacteriaceae of the class
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
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)
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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