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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:
1883-09-6
Molecular Weight:
191.06
Beilstein/REAXYS Number:
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

signalword

Danger

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCM1529
BCCJ0598
BCCG7348
BCCC9663
BCBQ8174V

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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
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
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
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
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
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