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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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Separation of the enantiomeric intermediates of some platelet-activating factor analogues on a naphthylalanine-type Pirkle column.

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

Loop formation in unfolded polypeptide chains on the picoseconds to microseconds time scale.

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

Highly potent antidiuretic antagonists: conformational studies of vasopressin analogues modified with 1-naphthylalanine enantiomers at position 2.

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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Global Trade Item Number

SKU	GTIN
N5637-1G	04061826061183