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8.52349

Fmoc-Ser(Ac3AcNH-β-Glc)-OH

Novabiochem®

Synonym(s):

Fmoc-Ser(Ac3AcNH-ß-Glc)-OH, N-α-Fmoc-O-(2-Acetamido-2-deoxy-tri-O-acetyl-β-D-glucopyranosyl)-L-serine

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About This Item

Empirical Formula (Hill Notation):
C32H36N2O13
CAS Number:
Molecular Weight:
656.63
MDL number:
UNSPSC Code:
12352201
NACRES:
NA.22
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Quality Segment

product line

Novabiochem®

assay

≥97% (TLC), ≥97.0% (HPLC)

form

powder

reaction suitability

reaction type: Fmoc solid-phase peptide synthesis

manufacturer/tradename

Novabiochem®

application(s)

peptide synthesis

functional group

Fmoc

storage temp.

15-25°C

SMILES string

N([C@H]1[C@@H](O[C@@H]([C@H]([C@@H]1OC(=O)C)OC(=O)C)COC(=O)C)OC[C@H](NC(=O)OCC2c3c(cccc3)c4c2cccc4)C(=O)O)C(=O)C

InChI

1S/C32H36N2O13/c1-16(35)33-27-29(46-19(4)38)28(45-18(3)37)26(15-42-17(2)36)47-31(27)43-14-25(30(39)40)34-32(41)44-13-24-22-11-7-5-9-20(22)21-10-6-8-12-23(21)24/h5-12,24-29,31H,13-15H2,1-4H3,(H,33,35)(H,34,41)(H,39,40)/t25-,26+,27+,28+,29+,31+/m0/s1

InChI key

ORICVOOXZDVFIP-ILRBKQRBSA-N

General description

The O-glycosidic linkage and the O-acetyl protection in this building block are stable to both piperidine and TFA, making it completely compatible with standard protocols in Fmoc solid phase peptide synthesis. Removal of the acetyl-protecting groups is best carried out by treatment of the peptidyl resin with methanolic ammonia prior to cleavage.

Associated Protocols and Technical Articles
Cleavage and Deprotection Protocols for Fmoc SPPS
Guide to Selection of Orthogonally-Protected Building Blocks for Fmoc SPPS

Analysis Note

Colour (visual): white to slight yellow to beige
Appearance of substance (visual): powder
Identity (IR): passes test
Assay (HPLC, area%): ≥ 97.0 % (a/a)
Purity (TLC(CMA2)): ≥ 97 %
Identity (NMR, 1H): passes test
Identity (NMR): passes test
NMR-spectrum: passes test

To see the solvent systems used for TLC of Novabiochem® products please click here.

Legal Information

Novabiochem is a registered trademark of Merck KGaA, Darmstadt, Germany


Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable



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