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N-(benzyloxycarbonyl)-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-L-serine methyl ester is a complex organic compound that consists of a serine molecule, which is an amino acid, with a methyl ester group attached to its carboxylic acid group. The serine is further modified by the addition of a β-D-glucopyranosyl group, which is a sugar molecule, at the hydroxyl group. This sugar is protected with four acetyl groups at the 2, 3, 4, and 6 positions, which are commonly used in organic synthesis to prevent unwanted reactions at these sites. The nitrogen atom of the serine is protected by a benzyloxycarbonyl (Z) group, which is a common protecting group in peptide synthesis. N-(benzyloxycarbonyl)-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-L-serine methyl ester is significant in the field of organic chemistry, particularly in the synthesis of complex molecules and biologically active compounds, due to its potential applications in the development of pharmaceuticals and other bioactive substances.

5508-22-5

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5508-22-5 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 5508-22-5 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 5,5,0 and 8 respectively; the second part has 2 digits, 2 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 5508-22:
(6*5)+(5*5)+(4*0)+(3*8)+(2*2)+(1*2)=85
85 % 10 = 5
So 5508-22-5 is a valid CAS Registry Number.

5508-22-5Downstream Products

5508-22-5Relevant academic research and scientific papers

Glycosyl disulfides: Novel glycosylating reagents with flexible aglycon alteration

Grayson, Elizabeth J.,Ward, Sarah J.,Hall, Alison L.,Rendle, Phillip M.,Gamblin, David P.,Batsanov, Andrei S.,Davis, Benjamin G.

, p. 9740 - 9754 (2007/10/03)

Glycosyl disulfides have been shown for the first time to be effective glycosyl donors. Glucosylation and galactosylation of a panel of representative alcohol acceptors allowed the formation of 28 simple glycosides, disaccharides, and glycoamino acids in yields of up to 90%. As well as providing a novel class of effective glycosyl donors, the ability to easily alter the nature of the aglycon and the ability to differently activate donors that differ only in their aglycon simply through altering conditions lends glycosyl disulfide donors to their use in latent-active reactivity tuning strategies.

"Polar patch" proteases as glycopeptiligases

Doores, Katie J.,Davis, Benjamin G.

, p. 168 - 170 (2007/10/03)

The strategy of combined site directed mutagenesis and chemical modification with polar prosthetic groups was used to broaden substrate specificity of proteases resulting in the first successful formation of glycopeptides through the use of glucoamino acid acyl donors in yields of up to 90%.

Glycosyldisulfides: A new class of solution and solid phase glycosyl donors

Davis,Ward,Rendle

, p. 189 - 190 (2007/10/03)

Mixed glycosyl disulfides are not only glycomimetics but also glycosyl donors that may be readily constructed in either armed ether-protected or disarmed ester-protected and in soluble or solid-supported forms from corresponding glycosyl methanethiosulfonates and used in the glycosylation of a variety of representative acceptors.

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