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N5637

Sigma-Aldrich

3-(1-Naphthyl)-DL-alanine

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About This Item

Empirical Formula (Hill Notation):
C13H13NO2
CAS Number:
Molecular Weight:
215.25
MDL number:
UNSPSC Code:
12352202
PubChem Substance ID:
Pricing and availability is not currently available.

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

Biochem/physiol Actions

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

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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P L Camacho et al.
Journal of chromatography, 506, 611-616 (1990-05-11)
A chiral high-performance liquid-chromatographic separation method was developed for the analysis of some glycerol-based, ether-linked platelet-activating factor precursors. Using a D-naphthylalanine-type Pirkle-column and tetrahydrofuran-hexane eluents, the retention-structure relationships were determined for a large number of glycerol ether derivatives. The derivatives
Beat Fierz et al.
Proceedings of the National Academy of Sciences of the United States of America, 104(7), 2163-2168 (2007-02-08)
Intrachain loop formation allows unfolded polypeptide chains to search for favorable interactions during protein folding. We applied triplet-triplet energy transfer between a xanthone moiety and naphthylalanine to directly measure loop formation in various unfolded polypeptide chains with loop regions consisting
Emilia A Lubecka et al.
Chemical biology & drug design, 79(6), 1033-1042 (2012-02-11)
In this paper, we investigated the structure-activity relationship of two vasopressin analogues, [Cpa(1),(L-1-Nal)(2) ]AVP (I) and [Cpa(1),(D-Nal)(2) ]AVP (II) by NMR spectroscopy and molecular modeling. Both peptides exhibit antioxytocic and antipressor potency. Inversion of configuration of the residue at position
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.
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

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