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Merck
CN

46920

Fmoc N-hydroxysuccinimide ester

≥98.0% (HPLC), for peptide synthesis

Synonym(s):

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
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352108
EC Number:
433-520-5
MDL number:
Beilstein/REAXYS Number:
3569540
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Product Name

Fmoc N-hydroxysuccinimide ester, ≥98.0% (HPLC)

Quality Level

assay

≥98.0% (HPLC)

form

powder

mp

150-153 °C (lit.)

application(s)

peptide synthesis

functional group

Fmoc, imide

storage temp.

2-8°C

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.


wgk

WGK 3

pictograms

Exclamation markEnvironment

signalword

Warning

Hazard Classifications

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

Storage Class

11 - Combustible Solids

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)



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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)
A. Paquet
Canadian Journal of Chemistry, 60, 976-976 (1982)



Global Trade Item Number

SKUGTIN
46920-100G-F04061833380741
46920-5G-F04061832358772
46920-25G-F04061833417164