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(2'-NAPHTHYL) 2-ACETAMIDO-2-DEOXY-BETA-D-GLUCOPYRANOSIDE is a chemical compound that consists of a 2'-naphthyl group attached to a 2-acetamido-2-deoxy-beta-D-glucopyranoside molecule. It belongs to the class of beta-D-glucopyranoside compounds, which are sugar molecules with a specific arrangement of carbon, hydrogen, and oxygen atoms. This particular compound has potential applications in pharmaceuticals and biochemistry, as it may have biological activity and can be used in research and drug development. Its specific properties and functions would depend on its interaction with other molecules and biological systems.

131531-82-3

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  • N-[(2S,3R,4R,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-(naphthalen-2-yloxy)oxan-3-yl]acetamide

    Cas No: 131531-82-3

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131531-82-3 Usage

Uses

Used in Pharmaceutical Industry:
(2'-NAPHTHYL) 2-ACETAMIDO-2-DEOXY-BETA-D-GLUCOPYRANOSIDE is used as a pharmaceutical compound for its potential biological activity and use in research and drug development. Its specific properties and functions would depend on its interaction with other molecules and biological systems.
Used in Biochemistry Research:
(2'-NAPHTHYL) 2-ACETAMIDO-2-DEOXY-BETA-D-GLUCOPYRANOSIDE is used as a biochemical research compound for studying its interactions with other molecules and biological systems, which may lead to the development of new drugs and therapies.

Check Digit Verification of cas no

The CAS Registry Mumber 131531-82-3 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,3,1,5,3 and 1 respectively; the second part has 2 digits, 8 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 131531-82:
(8*1)+(7*3)+(6*1)+(5*5)+(4*3)+(3*1)+(2*8)+(1*2)=93
93 % 10 = 3
So 131531-82-3 is a valid CAS Registry Number.

131531-82-3SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 13, 2017

Revision Date: Aug 13, 2017

1.Identification

1.1 GHS Product identifier

Product name N-[(2S,3R,4R,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-naphthalen-2-yloxyoxan-3-yl]acetamide

1.2 Other means of identification

Product number -
Other names HMS654M02

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:131531-82-3 SDS

131531-82-3Relevant articles and documents

An acceptor analogue of β-1,4-galactosyltransferase: Substrate, inhibitor, or both?

Jiang, Jingqian,Wagner, Gerd K.

, p. 54 - 59 (2017/09/13)

Many glycosyltransferase inhibitors in the literature are structurally derived from the donor or acceptor substrate of the respective enzyme. A representative example is 2-naphthyl β-D-GlcNAc, a synthetic GlcNAc glycoside that has been reported as a galactosyltransferase inhibitor. This GlcNAc derivative is attractive as a chemical tool compound for biological and biochemical studies because of its reported potency as an inhibitor, and its short and straightforward synthesis from readily available starting materials. We report that in our hands, 2-naphthyl β-D-GlcNAc behaved, unexpectedly, as an acceptor substrate of the inverting β-1,4-galactosyltransferase (β-1,4-GalT) from bovine milk. This substrate activity has not previously been described. We found that 2-naphthyl β-D-GlcNAc can be an acceptor substrate both for recombinantly expressed β-1,4-GalT, and for a commercial batch of the same enzyme, and both in the presence and absence of bovine serum albumin (BSA). As expected for a full acceptor substrate, this substrate activity was time- and concentration-dependent. Additional experiments show that the observed inhibitor/substrate switch is facilitated by a phosphatase that is an essential component of our enzyme-coupled glycosyltransferase assay. These findings suggest that the behaviour of 2-naphthyl β-D-GlcNAc and related acceptor-based glycosyltransferase inhibitors is strongly dependent on the individual assay conditions. Our results therefore have important implications for the use of 2-naphthyl β-D-GlcNAc and related glycosides as tool compounds in glycobiology and glycobiochemistry.

Design of N-acetyl-6-sulfo-β-D-glucosaminide-based inhibitors of influenza virus sialidase

Sasaki, Kenji,Nishida, Yoshihiro,Kambara, Mikie,Uzawa, Hirotaka,Takahashi, Tadanobu,Suzuki, Takashi,Suzuki, Yasuo,Kobayashi, Kazukiyo

, p. 1367 - 1375 (2007/10/03)

Biological activity of N-acetyl-6-sulfo-β-D-glucosaminides (6-sulfo-GlcNAc 1) having a structural homology to N-acetylneuraminic acid (Neu5Ac 2) and 2-deoxy-2,3-dehydro-N-acetylneuraminic acid (Neu5Ac2en 3) was examined in terms of inhibitory activity against influenza virus sialidase (influenza, A/Memphis/1/71 H3N2). pNP 6-Sulfo-GlcNAc 1a was proved to show substantial activity to inhibit the virus sialidase (IC50=2.8 mM), though p-nitrophenyl (pNP) GlcNAc without 6-sulfo group and pNP 6-sulfo-GlcNH3+ 1b without 2-NHAc showed little activity (IC50 >50 mM). The activity was enhanced nearly 100-fold when the pNP group of 1a was converted to p-acetamidophenyl one 5 (IC50=30 μM) or replaced with 1-naphthyl 6 (IC50=10 μM) or n-propyl one 8 (IC50=11 μM).

Synthesis of N-Acetylmuramyl-L-Alanyl-D-Isoglutamine Aryl β-Glycosides

Zemlyakov,Tsikalov,Kur'yanov,Chirva,Bovin

, p. 390 - 394 (2007/10/03)

Synthesis of N-acetylmuramyl-L-alanyl-D-isoglutamine phenyl and (2-naphthyl) β-glycosides, novel muramyl dipeptide derivatives with phenolic aglycons, was reported. The starting N-acetylglucosamine aryl glycosides were obtained by glycosylation of phenols with peracetylated α-glucosaminyl chloride under the conditions of phase-transfer catalysis and used for the synthesis of 4,6-O-isopropylidene-N-acetylmyramic acid aryl β-glycosides. Condensation of these derivatives with a dipeptide and subsequent deprotection resulted in the intended glycopeptides.

Acceptor substrate-based selective inhibition of galactosyltransferases

Chung, Sang J.,Takayama, Shuichi,Wong, Chi-Huey

, p. 3359 - 3364 (2007/10/03)

This paper describes the discovery of glycosyl acceptor analogs as potent and selective inhibitors of α-1,3- and β-1,4- galactosyltransferases. Incorporation of an appropriate aromatic group to the aglycon position of the enzyme's acceptors results in a strong inhibition, representing the first and most potent small uncharged molecules as selective inhibitors of these two enzymes and thus providing a new strategy for the development of selective glycosyltransferase inhibitors.

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