482609
N-[(2S,3R)-3-Amino-2-hydroxy-4-phenylbutyryl]-L-leucine
97%
Synonym(s):
([2S,3R]-3-Amino-2-hydroxy-4-phenylbutanoyl)-L-leucine
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About This Item
Linear Formula:
(CH3)2CHCH2CH[NHCOCH(OH)CH(NH2)CH2C6H5]CO2H
CAS Number:
Molecular Weight:
308.37
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352209
EC Number:
261-529-2
MDL number:
Quality Level
assay
97%
form
powder or crystals
optical activity
[α]20/D −11°, c = 1 in 1 M NaOH
reaction suitability
reaction type: solution phase peptide synthesis
mp
245 °C (dec.) (lit.)
application(s)
peptide synthesis
SMILES string
CC(C)C[C@H](NC(=O)[C@@H](O)[C@H](N)Cc1ccccc1)C(O)=O
InChI
1S/C16H24N2O4/c1-10(2)8-13(16(21)22)18-15(20)14(19)12(17)9-11-6-4-3-5-7-11/h3-7,10,12-14,19H,8-9,17H2,1-2H3,(H,18,20)(H,21,22)/t12-,13+,14+/m1/s1
InChI key
VGGGPCQERPFHOB-RDBSUJKOSA-N
Gene Information
human ... ANPEP(290), DPP4(1803)
mouse ... Rnpep(215615)
rat ... Mme(24590)
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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Magdalena Lis et al.
Pharmacological reports : PR, 63(6), 1481-1490 (2012-02-24)
The low-molecular weight dipeptide bestatin is a potent inhibitor of aminopeptidase N and has been demonstrated to have antitumor and immunomodulatory effects. The effects of bestatin on interleukin (IL)-1β synthesis and release by peritoneal macrophages stimulated in vitro with lipopolysaccharide
Atsushi Wakita et al.
International journal of hematology, 96(1), 84-93 (2012-05-29)
We conducted a multicenter prospective randomized study to compare a fixed-scheduled induction therapy with a response-oriented individualized induction therapy for elderly patients with acute myeloid leukemia (AML). Newly diagnosed AML patients, aged between 65 and 80, were randomly assigned to
Yekaterina Poloz et al.
Eukaryotic cell, 11(4), 545-557 (2012-02-22)
Bestatin methyl ester (BME) is an inhibitor of Zn(2+)-binding aminopeptidases that inhibits cell proliferation and induces apoptosis in normal and cancer cells. We have used Dictyostelium as a model organism to study the effects of BME. Only two Zn(2+)-binding aminopeptidases