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289507

Sigma-Aldrich

Fmoc-OSu

96%

Synonym(s):

Fmoc N-hydroxysuccinimide ester, 9-Fluorenylmethyl N-succinimidyl carbonate, N-(9-Fluorenylmethoxycarbonyloxy)succinimide, Fmoc-OSu

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About This Item

Empirical Formula (Hill Notation):
C19H15NO5
CAS Number:
82911-69-1
Molecular Weight:
337.33
Beilstein/REAXYS Number:
3569540
EC Number:
433-520-5
MDL number:
MFCD00010733
UNSPSC Code:
12352108
PubChem Substance ID:
24857201

assay

96%

mp

150-153 °C (lit.)

application(s)

peptide synthesis

functional group

Fmoc

SMILES string

O=C(OCC1c2ccccc2-c3ccccc13)ON4C(=O)CCC4=O

InChI

1S/C19H15NO5/c21-17-9-10-18(22)20(17)25-19(23)24-11-16-14-7-3-1-5-12(14)13-6-2-4-8-15(13)16/h1-8,16H,9-11H2

Inchi Key

WMSUFWLPZLCIHP-UHFFFAOYSA-N

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Application

Most efficient reagent for the selective preparation of N-(9-fluorenylmethoxycarbonyl) derivatives of hydroxy-amino acids in high yield. Dipeptide formation is lower than with the chloroformate, Fmoc-Cl. It has been employed in the synthesis of glycopeptides.

Other Notes

This product has been replaced by 46920-ALDRICH | Fmoc N-hydroxysuccinimide ester ≥98.0% (HPLC)

replaced by

Product No.
Description
Pricing

Pictograms

Exclamation markEnvironment
GHS07,GHS09

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 2 - Skin Sens. 1

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
BCCH5604
BCCG2989
BCCD0030
BCCB8025
BCCB4991

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Huaimin Wang et al.
Scientific reports, 5, 16680-16680 (2015-11-18)
Biocompatible peptide-based supramolecular hydrogel has recently emerged as a new and promising system for biomedical applications. In this work, Rhodamine B is employed as a new capping group of self-assembling peptide, which not only provides the driving force for supramolecular
Improved purities for Fmoc-amino acids from Fmoc-ONSu.
R C Milton et al.
International journal of peptide and protein research, 30(3), 431-432 (1987-09-01)
Occupational airborne allergic contact dermatitis from succinimidyl carbonates.
J F Fowler et al.
Contact dermatitis, 45(1), 38-38 (2001-06-26)
Ning Wang et al.
Carbohydrate research, 411, 37-41 (2015-05-15)
Monoglucosylated high-mannose-type glycan (Glc1Man9GlcNAc2: G1M9) is well-known as a key glycoform in the glycoprotein folding process, which is specifically recognized by lectin chaperones calnexin (CNX) and calreticulin (CRT) in the endoplasmic reticulum (ER). In this work, we developed an efficient
Arik Dahan et al.
Molecular pharmaceutics, 11(12), 4385-4394 (2014-11-05)
The efficacy of chemotherapeutic drugs is often offset by severe side effects attributable to poor selectivity and toxicity to normal cells. Recently, the enzyme dipeptidyl peptidase IV (DPPIV) was considered as a potential target for the delivery of chemotherapeutic drugs.
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