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32830

Sigma-Aldrich

L-2,4-Diaminobutyric acid dihydrochloride

≥95.0%

Synonyme(s) :

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

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About This Item

Formule linéaire :
NH2CH2CH2CH(NH2)COOH · 2HCl
Numéro CAS:
Poids moléculaire :
191.06
Numéro Beilstein :
5763078
Numéro CE :
Numéro MDL:
Code UNSPSC :
12352106
ID de substance PubChem :
Nomenclature NACRES :
NA.22

Niveau de qualité

Pureté

≥95.0% (AT)
≥95.0%

Activité optique

[α]20/D +14.5±1.5°, c = 3.67% in H2O

Capacité de réaction

reaction type: solution phase peptide synthesis

Pf

197-200 °C (dec.)

Solubilité

water: soluble 0.5 g/10 mL

Application(s)

peptide synthesis

Chaîne SMILES 

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

Clé InChI

CKAAWCHIBBNLOJ-QTNFYWBSSA-N

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Description générale

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

Attention

may give off HCl

Pictogrammes

CorrosionExclamation mark

Mention d'avertissement

Danger

Mentions de danger

Classification des risques

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

Organes cibles

Respiratory system

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves


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Consulter la Bibliothèque de documents

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)
Thomas Krüger et al.
Toxicon : official journal of the International Society on Toxinology, 55(2-3), 547-557 (2009-10-15)
Since diverse taxa of cyanobacteria has been linked to biosynthesis of BMAA, a controversy has arisen about the detection of neurotoxic amino acids in cyanobacteria. In this context, a novel LC-MS/MS method was developed for the unambiguous determination of beta-N-methylamino-L-alanine
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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