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860700

Sigma-Aldrich

Z-Ser-OH

≥99%

Synonym(s):

Carbobenzyloxy-L-serine, Z-L-Serine

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About This Item

Linear Formula:
HOCH2CH(NHCO2CH2C6H5)CO2H
CAS Number:
1145-80-8
Molecular Weight:
239.22
Beilstein/REAXYS Number:
2058314
EC Number:
214-546-4
MDL number:
MFCD00002662
UNSPSC Code:
12352209
PubChem Substance ID:
24888517
NACRES:
NA.22

Quality Level

100

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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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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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