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About This Item
Linear Formula:
HOCH2CH(NHCO2CH2C6H5)CO2H
CAS Number:
Molecular Weight:
239.22
Beilstein:
2058314
EC Number:
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.22
Quality Level
Assay
≥99%
form
crystals
optical activity
[α]20/D +5.8°, c = 2.7 in acetic acid
reaction suitability
reaction type: solution phase peptide synthesis
mp
116-119 °C (lit.)
application(s)
peptide synthesis
SMILES string
OC[C@H](NC(=O)OCc1ccccc1)C(O)=O
InChI
1S/C11H13NO5/c13-6-9(10(14)15)12-11(16)17-7-8-4-2-1-3-5-8/h1-5,9,13H,6-7H2,(H,12,16)(H,14,15)/t9-/m0/s1
InChI key
GNIDSOFZAKMQAO-VIFPVBQESA-N
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Application
Building block in peptide synthesis; Starting material for the synthesis of various α-amino acids via the β-lactone
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Regulatory Information
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Jay M West et al.
PloS one, 7(8), e43877-e43877 (2012-09-07)
The mechanism of inactivation of human enzyme N-acylethanolamine-hydrolyzing acid amidase (hNAAA), with selected inhibitors identified in a novel fluorescent based assay developed for characterization of both reversible and irreversible inhibitors, was investigated kinetically and using matrix-assisted laser desorption/ionization time-of-flight mass
M Sypniewski et al.
The Journal of organic chemistry, 65(20), 6595-6600 (2000-10-29)
The enantiospecific synthesis of (R)-Boc-(Fmoc)-aminoglycine 7 was achieved. (S)-Cbz-serine 1 was reacted with diphenylphosphoryl azide in the presence of triethylamine to yield cyclic (S) carbamate 2. The ring nitrogen of 2 was protected with a Boc group (3). The cyclic
Jason Lejeune et al.
Biosensors & bioelectronics, 25(3), 604-608 (2009-03-27)
Changes detected in the imprinting effect by OMNiMIPs imprinted with multiple templates appear to be a function of the maximum template loading. Below the maximum template loading, the polymers imprinted with multiple compounds provide molecular recognition close to the polymers
Griet Van Zeebroeck et al.
Nature chemical biology, 5(1), 45-52 (2008-12-09)
Transporter-related nutrient sensors, called transceptors, mediate nutrient activation of signaling pathways through the plasma membrane. The mechanism of action of transporting and nontransporting transceptors is unknown. We have screened 319 amino acid analogs to identify compounds that act on Gap1
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