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N-(2-acetamido-2-deoxy-3,4,6-tri-O-acetyl-β-D-glucopyranosyl)-Nα-(benzyloxycarbonyl)glycineamide is a complex organic compound that belongs to the class of glycoconjugates, which are molecules containing a carbohydrate moiety covalently attached to a non-carbohydrate part. This specific compound features a glycine amide backbone with a protecting group, the benzyloxycarbonyl (Z) group, on the amino group. The carbohydrate part is a β-D-glucopyranosyl unit, which is a type of sugar, with three of its hydroxyl groups (at positions 3, 4, and 6) acetylated, meaning they are each attached to an acetyl group. The 2-acetamido group indicates that the second carbon of the sugar has an amide group attached to it, which is also acetylated. N-(2-acetamido-2-deoxy-3,4,6-tri-O-acetyl-β-D-glucopyranosyl)-Nα-(benzyloxycarbonyl)glycineamide is significant in the field of organic chemistry, particularly in the synthesis of complex carbohydrates and glycopeptides, and is used in the study and development of potential therapeutic agents due to its ability to mimic natural glycoproteins.

6216-47-3

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6216-47-3 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 6216-47-3 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 6,2,1 and 6 respectively; the second part has 2 digits, 4 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 6216-47:
(6*6)+(5*2)+(4*1)+(3*6)+(2*4)+(1*7)=83
83 % 10 = 3
So 6216-47-3 is a valid CAS Registry Number.

6216-47-3Relevant academic research and scientific papers

First Synthesis of N-Linked-Glycopeptoid as New Glycopeptidomimetics

Saha, Uttam K.,Roy, Rene

, p. 3635 - 3638 (1995)

The first N-linked glycopeptoid containing N-acetylglucosaminide (D-GlcNAc) was synthesized using the oligo(N-substituted glycines) (NSGs) approach.The strategy presented herein offers the advantage of a convergent synthesis.

Rapid formation of N-glycopeptides via Cu(II)-promoted glycosylative ligation

Joseph, Ryan,Dyer, Frank Brock,Garner, Philip

, p. 732 - 735 (2013/03/29)

Herein is described the chemoselective Cu(II)-HOBt promoted chemical ligation of glycosylamines and peptide thioacids to give N-glycosylated peptides. The method is distinguished from other chemical approaches to peptide N-glycosylation in that (1) it can be employed in the presence of unprotected N-terminal and Lys side chain amines; (2) it is remarkably fast, going to completion in under 30 min; and (3) it produces glycopeptides without attendant aspartimide formation.

New reactions of selenocarboxylates

Knapp, Spencer,Darout, Etzer

, p. 203 - 206 (2007/10/03)

(Chemical Equation Presented) By treatment with Woollins' reagent in toluene solution, carboxylic acids are converted to selenocarboxylic acids. The latter react in situ to provide new products of acid- or base-promoted substitution, addition, and amidation.

Synthesis and biological activity of some 1-N-substituted 2-acetamido-2-deoxy-beta-D-glycopyranosylamine derivatives and related analogs.

Paul,Bernacki,Korytnyk

, p. 99 - 115 (2007/10/02)

Several 1-N-substituted derivative [haloacetyl-, glycyl-, (dimethyl)amino-acetyl-, azidoacetyl-, trifluoroacetyl-, and trifluoromethylsulfonyl-] of 2-acetamido-2-deoxy-3,4,6-tri-O-acetyl-beta-D-glucopyranosylamine (1) were synthesized as potential metabolic inhibitors of cellular-membrane glycoconjugates. Several fully acetylated derivatives were found to inhibit growth of mouse mammary adenocarcinoma TA3, leukemia L1210, or leukemia P-288 cells at 1-0.01 mM concentration in vitro. Some of these derivatives were less active after O-deacetylation. Analogs of 1 in which NH2-1 was replaced by OH- or OAc-1 were also active on the same cell systems. The growth-inhibitory activity was correlated with inhibition of the incorporation of 2-amino-deoxy-D-glucose and L-leucine into a macromolecular fraction.

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