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97240

Sigma-Aldrich

Z-Trp-OH

97%

Synonym(s):

N-Cbz-L-tryptophan, Nα-Carbobenzyloxy-L-tryptophan, Z-L-tryptophan

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About This Item

Empirical Formula (Hill Notation):
C19H18N2O4
CAS Number:
7432-21-5
Molecular Weight:
338.36
Beilstein/REAXYS Number:
96743
EC Number:
231-074-4
MDL number:
MFCD00065700
UNSPSC Code:
12352200
PubChem Substance ID:
57653808

assay

97%

optical activity

[α]20/D +2.9±0.3°, c = 3% in acetic acid

reaction suitability

reaction type: solution phase peptide synthesis

mp

124-127 °C (lit.)

application(s)

peptide synthesis

storage temp.

2-8°C

SMILES string

OC(=O)[C@H](Cc1c[nH]c2ccccc12)NC(=O)OCc3ccccc3

InChI

1S/C19H18N2O4/c22-18(23)17(10-14-11-20-16-9-5-4-8-15(14)16)21-19(24)25-12-13-6-2-1-3-7-13/h1-9,11,17,20H,10,12H2,(H,21,24)(H,22,23)/t17-/m0/s1

InChI key

AHYFYYVVAXRMKB-KRWDZBQOSA-N

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Storage Class

13 - Non Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
BCBQ4616V
BCBN4904V
BCBK2256V
BCBJ8089V
BCBF4735V

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S R Vigna et al.
Brain research, 343(2), 394-397 (1985-09-23)
The abilities of the pancreatic cholecystokinin (CCK) receptor antagonists dibutyryl cyclic GMP, proglumide, benzotript, CBZ-tryptophan, CBZ-cysteine and CCK-27-32-amide to inhibit CCK binding to its receptor in the pancreas and brain of mice and guinea pigs was examined. In both species
R Magous et al.
Biochimica et biophysica acta, 845(2), 158-162 (1985-05-30)
Benzotript (N-p-chlorobenzoyl-L-tryptophan) has been shown to be a receptor-antagonist in vivo and in vitro for peptides from the gastrin family. In the present study, we examine tryptophan, and some of its N- and C-acylated derivatives, as well as some phenylalanine
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
Mariangela Ceruso et al.
Biochimica et biophysica acta, 1824(2), 303-310 (2011-11-01)
The chemical shift of the carboxylate carbon of Z-tryptophan is increased from 179.85 to 182.82 ppm and 182.87 ppm on binding to thermolysin and stromelysin-1 respectively. The chemical shift of Z-phenylalanine is also increased from 179.5 ppm to 182.9 ppm

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