289507
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:
Molecular Weight:
337.33
EC Number:
433-520-5
UNSPSC Code:
12352108
PubChem Substance ID:
Beilstein/REAXYS Number:
3569540
MDL number:
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
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This product has been replaced by 46920-ALDRICH | Fmoc N-hydroxysuccinimide ester ≥98.0% (HPLC)
signalword
Warning
hcodes
Hazard Classifications
Acute Tox. 4 Oral - Aquatic Chronic 2 - Skin Sens. 1
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
Regulatory Information
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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)