C1376
Z-β-Ala-OH
Synonym(s):
N-Cbz-β-alanine, Z-β-alanine
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About This Item
Empirical Formula (Hill Notation):
C11H13NO4
CAS Number:
Molecular Weight:
223.23
UNSPSC Code:
12352200
NACRES:
NA.26
PubChem Substance ID:
EC Number:
218-967-4
Beilstein/REAXYS Number:
1882542
MDL number:
InChI key
GEVGRLPYQJTKKS-UHFFFAOYSA-N
InChI
1S/C11H13NO4/c13-10(14)6-7-12-11(15)16-8-9-4-2-1-3-5-9/h1-5H,6-8H2,(H,12,15)(H,13,14)
SMILES string
OC(=O)CCNC(=O)OCc1ccccc1
assay
≥98% (TLC)
form
powder
color
white
application(s)
peptide synthesis
storage temp.
2-8°C
Application
N-Cbz-β-alanine is N-terminal Cbz protected β-alanine, homologous N-(benzyloxycarbonyl)-omega-amino acid, used in design studies for anticonvulsant drugs.
Storage Class
11 - Combustible Solids
wgk
WGK 2
ppe
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
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Chu-Biao Xue et al.
The Journal of organic chemistry, 67(3), 865-870 (2002-02-22)
Asymmetric syntheses of (2S,3S)-3-(tert-butoxycarbonyl)-2-piperidinecarboxylic acid (1b), (3R,4S)-4-(tert-butoxycarbonyl)-3-piperidinecarboxylic acid (2b), and their corresponding N-Boc and N-Cbz protected analogues 8a,b and 17a,b are described. Enantiomerically pure 1b has been synthesized in five steps starting from L-aspartic acid beta-tert-butyl ester. Tribenzylation of the
G K Scriba et al.
The Journal of pharmacy and pharmacology, 51(5), 549-553 (1999-07-20)
Glycine, which has weak anticonvulsant properties, has been shown to potentiate the activity of several antiepileptic drugs but not phenytoin. Recently, studies have shown that N-(benzyloxycarbonyl)glycine (Z-glycine) antagonized seizures more than glycine in addition to possessing activity in the maximal
Jiansheng Liu et al.
Biomaterials, 74, 64-76 (2015-10-09)
Despite optimal therapeutic regimen with currently available antiepileptic drugs (AEDs), approximately a third of epilepsy patients remain drug refractory. Region-specific overexpression of multidrug efflux transporters at the blood-brain barrier, such as P-glycoprotein (P-gp), might contribute to multidrug resistance (MDR) by
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