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N5637

3-(1-Naphthyl)-DL-alanine

Name: 3-(1-Naphthyl)-<SC>DL</SC>-alanine
Brand: SIGMA

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About This Item

Empirical Formula (Hill Notation):

C₁₃H₁₃NO₂

CAS Number:

28095-56-9

Molecular Weight:

215.25

UNSPSC Code:

12352202

PubChem Substance ID:

24897744

MDL number:

MFCD00067507

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Properties

form

solid

storage temp.

2-8°C

SMILES string

NC(Cc1cccc2ccccc12)C(O)=O

InChI

1S/C13H13NO2/c14-12(13(15)16)8-10-6-3-5-9-4-1-2-7-11(9)10/h1-7,12H,8,14H2,(H,15,16)

InChI key

OFYAYGJCPXRNBL-UHFFFAOYSA-N

Description

Biochem/physiol Actions

3-(1-Naphthyl)-DL-alanine is an amino acid derivative that has been used to synthesize cholecystokinin analogues.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number

057H0561

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Antimicrobial activity of arginine- and tryptophan-rich hexapeptides: the effects of aromatic clusters, D-amino acid substitution and cyclization.

A Wessolowski et al.

The journal of peptide research : official journal of the American Peptide Society, 64(4), 159-169 (2004-09-11)

Many antimicrobial peptides bear arginine (R)- and tryptophan (W)-rich sequence motifs. Based on the sequence Ac-RRWWRF-NH2, sets of linear and cyclic peptides were generated by changes in the amino acid sequence, L-D-amino acid exchange and naphthylalanine substituted for tryptophan. Linear

Asymmetric synthesis of L-azetidine-2-carboxylic acid and 3-substituted congeners--conformationally constrained analogs of phenylalanine, naphthylalanine, and leucine.

S Hanessian et al.

Bioorganic & medicinal chemistry letters, 9(10), 1437-1442 (1999-06-09)

Enantiopure L-azetidine-2-carboxylic acid, the (3R)-phenyl, (3R)-naphthyl and (3S)-isopropyl analogs were prepared based on a zinc-mediated asymmetric addition of allylic halides to the camphor sultam derivative of glyoxylic acid O-benzyl oxime.

Determination of the enantiomeric purity of synthetic peptides by gas chromatography-mass spectrometry.

C Celma et al.

Journal of chromatography, 562(1-2), 447-458 (1991-01-02)

Hydrolysis using 2H-labelled HCl and H2O, derivatization of free amino acids as N.O.S-trifluoroacetyl isobutyl esters, separation by gas chromatography on a chiral stationary phase and detection by mass spectrometry in selected-ion monitoring mode have been used in order to determine

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Global Trade Item Number

SKU	GTIN
N5637-1G	04061826061183