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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:
Recommended Products
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
Regulatory Information
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C Rogemont et al.
Neuroscience letters, 93(2-3), 287-293 (1988-11-11)
The effects of i.p. injections of D,L-beta-(1-naphthyl)alanine, a synthetic analog of tryptophan were tested on the rat sleep-waking cycle. Administration of 30, 60 and 120 mg/kg resulted in a significant increase in slow-wave sleep (SWS) and a decrease in paradoxical
Hirokazu Tamamura et al.
Bioorganic & medicinal chemistry, 10(5), 1417-1426 (2002-03-12)
We have previously found that a 14-amino acid residue-peptide, T140, inhibits infection of target cells by T cell line-tropic HIV-1 (X4-HIV-1) through its specific binding to a chemokine receptor, CXCR4. Here, the importance of an L-3-(2-naphthyl)alanine (Nal) residue at position
P Daumas et al.
International journal of peptide and protein research, 38(3), 218-228 (1991-09-01)
In order to elucidate the role of the aromatic side-chains in the mechanism of transduction of monovalent cations through the channel of linear gramicidin, two series of analogues containing non-coded aromatic amino acids were synthesized. In the first series, the
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
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.
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