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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:
82911-69-1
Molecular Weight:
337.33
NACRES:
NA.22
PubChem Substance ID:
57650882
UNSPSC Code:
12352108
EC Number:
433-520-5
MDL number:
MFCD00010733
Beilstein/REAXYS Number:
3569540

Key Documents

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Product Name

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

InChI key

WMSUFWLPZLCIHP-UHFFFAOYSA-N

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

SMILES string

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

assay

≥98.0% (HPLC)

form

powder

mp

150-153 °C (lit.)

application(s)

peptide synthesis

functional group

Fmoc, imide

storage temp.

2-8°C

Quality Level

200

Related Categories

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
GHS07,GHS09

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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Certificates of Analysis (COA)

Lot/Batch Number
WXBF5687V
WXBF2508V
BCCH5604
BCCJ7141
BCCG2989

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A. Paquet
Canadian Journal of Chemistry, 60, 976-976 (1982)
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
Occupational airborne allergic contact dermatitis from succinimidyl carbonates.
J F Fowler et al.
Contact dermatitis, 45(1), 38-38 (2001-06-26)
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)
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
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