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8.52135

Fmoc-Asn(Ac₃AcNH-β-Glc)-OH

Name: Fmoc-Asn(Ac<sub>3</sub>AcNH-&#946;-Glc)-OH
Brand: MM

≥95.0% (HPLC), for peptide synthesis, Novabiochem^®

Synonym(s):

Fmoc-Asn(Ac₃AcNH-ß-Glc)-OH, N-α-Fmoc-N-β-[3,4,6-tri-O-acetyl-2-(acetylamino)-deoxy-2-β-glucopyranosyl]-L-asparagine

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About This Item

Empirical Formula (Hill Notation):

C₃₃H₃₇N₃O₁₃

CAS Number:

131287-39-3

Molecular Weight:

683.66

UNSPSC Code:

12352209

NACRES:

NA.22

MDL number:

MFCD00237079

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Properties

Product Name

Fmoc-Asn(Ac₃AcNH-β-Glc)-OH, Novabiochem^®

Quality Segment

200

product line

Novabiochem^®

assay

≥95% (TLC), ≥95.0% (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]4O[C@@H]([C@H]([C@@H]([C@H]4NC(=O)C)OC(=O)C)OC(=O)C)COC(=O)C)C(=O)C[C@H](NC(=O)OCC1c2c(cccc2)c3c1cccc3)C(=O)O

InChI

1S/C33H37N3O13/c1-16(37)34-28-30(48-19(4)40)29(47-18(3)39)26(15-45-17(2)38)49-31(28)36-27(41)13-25(32(42)43)35-33(44)46-14-24-22-11-7-5-9-20(22)21-10-6-8-12-23(21)24/h5-12,24-26,28-31H,13-15H2,1-4H3,(H,34,37)(H,35,44)(H,36,41)(H,42,43)/t25-,26+,28+,29+,30+,31+/m0/s1

InChI key

QOACISSHGAAMLK-MJCYOTSPSA-N

Description

General description

An excellent derivative for the introduction of an Asn(AcNH-β-Glc) residue by Fmoc SPPS ^[1,2,3].

Associated Protocols and Technical Articles
Cleavage and Deprotection Protocols for Fmoc SPPS
Fmoc SPPS of Peptides containing Post-Translational Modifications

Literature references

^[1] L. Otvos, et al. (1989) Pept. Res., 2, 362.
^[2] M. Meldal, et al. (1990) Tetrahedron Lett., 31, 6987.
^[3] L. Otvos, et al. (1990) Tetrahedron Lett., 31, 5889.
^[4] J. Price, et al. (2010) J. Am. Chem. Soc., 132, 15359.

Analysis Note

Color (visual): white to slight yellow to beige
Appearance of substance (visual): powder
Identity (IR): passes test
Purity (TLC(CMA2)): ≥ 95 %
Assay (HPLC, area%): ≥ 95.0 % (a/a)
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.

Other Notes

Replaces: 04-12-8100

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