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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:

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
T Yamazaki et al.
Biopolymers, 31(7), 877-898 (1991-06-01)
In order to study structure-activity relationships of enkephalin-related analogues, we report the biological activity and conformational analysis of four 14-membered cyclic enkephalin analogues with beta-(1-naphthyl) alanine in place of phenylalanine at the fourth position, Tyr-c[D-A2bu-Gly-(L and D)-beta Nal(1)-(L and D)-Leu].
N Van Mau et al.
European biophysics journal : EBJ, 22(6), 447-452 (1994-01-01)
A comparative monolayer and infrared study of analogues of gramicidin A containing either tyrosines or naphthylalanines instead of tryptophans indicates that the nature of the aromatic residues influences the favoured conformation of the peptides. Polar residues favour the single stranded
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

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