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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Daniela P Alves et al.
Pharmacology, 89(1-2), 22-28 (2012-01-13)
The aim of the present study was to investigate the mechanisms underlying the endogenous control of nociception at a peripheral level during inflammation. Using a pharmacological approach and the rat paw pressure test, we assessed the effect of an intraplantar
Xiaopan Zhang et al.
Journal of enzyme inhibition and medicinal chemistry, 28(3), 545-551 (2012-03-03)
Aminopeptidase N (APN/CD13) over expressed on tumour cells, plays a critical role in tumour invasion, metastasis and tumour angiogenesis. In this article, we described the design, synthesis and preliminary activity studies of novel 3-amino-2-hydroxyl-3-phenylpropanoic acid derivatives as APN inhibitors. The
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