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N5637

Sigma-Aldrich

3-(1-Naphthyl)-DL-alanine

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About This Item

Empirische Formel (Hill-System):
C13H13NO2
CAS-Nummer:
28095-56-9
Molekulargewicht:
215.25
MDL-Nummer:
MFCD00067507
UNSPSC-Code:
12352202
PubChem Substanz-ID:
24897744

Form

solid

Lagertemp.

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)

InChIKey

OFYAYGJCPXRNBL-UHFFFAOYSA-N

Biochem./physiol. Wirkung

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

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)

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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
T A Tran et al.
Journal of peptide science : an official publication of the European Peptide Society, 5(3), 113-130 (1999-05-14)
We report the synthesis, binding affinities to the recombinant human somatostatin receptors, and structure-activity relationship studies of compounds related to the cyclic hexapeptide, c-[Pro6-Phe7-D-Trp8Lys9-Thr10-Phe11], L-363,301 (the numbering in the sequence refers to the position of the residues in native somatostatin).
H Sidransky et al.
The Journal of nutrition, 120(10), 1157-1162 (1990-10-01)
Earlier studies reported that the administration of L-tryptophan increased polyribosomal aggregation, protein synthesis and levels of cytoplasmic poly(A) mRNA in rat liver. This study was concerned with the effects of an L-tryptophan analog, D,L-beta-(1-naphthyl)alanine, in comparison with those of L-tryptophan.
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
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