BENZOYLPHENYLALANINE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C16H15NO3
Molecular Weight	269.2952
Optical Activity	UNSPECIFIED
Defined Stereocenters	1 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

OC(=O)[C@H](CC1=CC=CC=C1)NC(=O)C2=CC=CC=C2

InChI

InChIKey=NPKISZUVEBESJI-AWEZNQCLSA-N

InChI=1S/C16H15NO3/c18-15(13-9-5-2-6-10-13)17-14(16(19)20)11-12-7-3-1-4-8-12/h1-10,14H,11H2,(H,17,18)(H,19,20)/t14-/m0/s1

HIDE SMILES / InChI

Molecular Formula	C16H15NO3
Molecular Weight	269.2952
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	1 / 1
E/Z Centers	0
Optical Activity	UNSPECIFIED

Approval Year

PubMed

Title	Date	PubMed
Designed inhibitors of insulin-degrading enzyme regulate the catabolism and activity of insulin.	2010-05-07	20498699
Enhancing the utility of unnatural amino acid synthetases by manipulating broad substrate specificity.	2009-09	19668869
(15)N and (13)C high-resolution solid-state NMR study of the polymorphism of the L-enantiomer of N-benzoylphenylalanine.	2008-02-14	18211052
Quasiplanarity of the peptide bond.	2008-01-31	18177024
Achieving signalling selectivity of ligands for the corticotropin-releasing factor type 1 receptor by modifying the agonist's signalling domain.	2007-07	17533422
Identification of the dimerisation interface of human interleukin-8 by IL-8-variants containing the photoactivatable amino acid benzoyl-phenylalanine.	2007-04	17024463
Selective photoaffinity labeling identifies the signal peptide binding domain on SecA.	2007-01-19	17084862
Synthesis and characterization of novel biotinylated carboxyl-terminal parathyroid hormone peptides that specifically crosslink to the CPTH-receptor.	2006-12	17028061
N-Benzoyl-D-phenylalanine attenuates brain acetylcholinesterase in neonatal streptozotocin-diabetic rats.	2006-09	16930298
Glycoprotein changes in non-insulin dependent diabetic rats: effect of N-benzoyl-D-phenylalanine and metformin.	2006-08-05	16886705
Effect of N-benzoyl-D-phenylalanine and metformin on insulin receptors in neonatal streptozotocin-induced diabetic rats: studies on insulin binding to erythrocytes.	2006-07	17132543
alpha-Conotoxin GI benzoylphenylalanine derivatives. (1)H-NMR structures and photoaffinity labeling of the Torpedo californica nicotinic acetylcholine receptor.	2006-04	16689926
The N terminus of GTP gamma S-activated transducin alpha-subunit interacts with the C terminus of the cGMP phosphodiesterase gamma-subunit.	2006-03-10	16407279
Pressure and temperature as tools for investigating the role of individual non-covalent interactions in enzymatic reactions Sulfolobus solfataricus carboxypeptidase as a model enzyme.	2006-03	16446132
Combined n-benzoyl-d-phenylalanine and metformin treatment reverses changes in the fatty acid composition of streptozotocin diabetic rats.	2006	16639877
Probing structure in the polymorphic domain of the L-enantiomer of N-benzoyl-phenylalanine by means of 2D solid-state NMR spectroscopy and DFT calculations.	2005-12-15	16375280
Effect of N-benzoyl-d-phenylalanine on lipid profile in liver of neonatal streptozotocin diabetic rats.	2005-10	16176335
Design of benzophenone-containing photoactivatable linear vasopressin antagonists: pharmacological and photoreactive properties.	2005-05-05	15857144
Effect of N-benzoyl-D-phenylalanine on streptozotocin-induced changes in the lipid and lipoprotein profile in rats.	2005-03	15807992
Effect of N-benzoyl-D-phenylalanine and metformin on carbohydrate metabolic enzymes in neonatal streptozotocin diabetic rats.	2005-01	15563878
Identification of ligand binding regions of the Saccharomyces cerevisiae alpha-factor pheromone receptor by photoaffinity cross-linking.	2004-10-19	15476413
Demonstration of a specific Escherichia coli SecY-signal peptide interaction.	2004-10-19	15476412
Effect of N-benzoyl-D-phenylalanine, a new potential oral antidiabetic agent, in neonatal streptozotocin-induced diabetes in rats.	2004-05-17	16129917
Spatial proximity between a photolabile residue in position 19 of salmon calcitonin and the amino terminus of the human calcitonin receptor.	2004-02-20	14623894
An expanded eukaryotic genetic code.	2003-08-15	12920298
The Gla domain of factor IXa binds to factor VIIIa in the tenase complex.	2003-08-15	12782629
Synthesis of chemotactic peptide analogs with a photoaffinity cross-linker as new probes for analysis of receptor-ligand interaction.	2003-04	12678812
Probing the role of backbone hydrogen bonding in beta-amyloid fibrils with inhibitor peptides containing ester bonds at alternate positions.	2003-01-21	12525175
The role of the 8-18 helix of CGRP8-37 in mediating high affinity binding to CGRP receptors; coulombic and steric interactions.	2003-01	12540523
Methionine proximity assay, a novel method for exploring peptide ligand-receptor interaction.	2002-12-31	12503623
Fast and efficient peptide bond formation using bis-[alpha,alpha-bis(trifluoromethyl)-benzyloxy]diphenylsulfur. Part I.	2002-11	12383118
Involvement of the second extracellular loop (E2) of the neurokinin-1 receptor in the binding of substance P. Photoaffinity labeling and modeling studies.	2002-06-21	11950831
[Photoactivatable analogues of alpha-conotoxins GI and MI and their interaction with nicotinic acetylcholine receptor].	2002-04-19	11962231
Effects of tolbutamide and N-benzoyl-D-phenylalanine (NBDP) on the regulation of [Ca2+]i oscillations in mouse pancreatic islets.	2001-10-01	11543727
Direct evidence for the interaction of neurokinin A with the tachykinin NK(1) receptor in tissue.	2001-07-06	11448478
Tritiated photoactivatable analogs of the native human thrombin receptor (PAR-1) agonist peptide, SFLLRN-NH2.	2001-06	11437953
Photoaffinity labeling of mutant neurokinin-1 receptors reveals additional structural features of the substance P/NK-1 receptor complex.	2001-02-27	11327875

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 19:43:55 GMT 2025` Edited by `admin` on `Mon Mar 31 19:43:55 GMT 2025`
Record UNII	9S304JL9M7
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

BENZOYLPHENYLALANINE

Systematic Name

English

NSC-118532

Preferred Name

English

Code System Code Type Description

FDA UNII

9S304JL9M7