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46920

Sigma-Aldrich

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
Beilstein:
3569540
EC Number:
433-520-5
MDL number:
MFCD00010733
UNSPSC Code:
12352108
PubChem Substance ID:
57650882
NACRES:
NA.22

product name

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

Quality Level

200

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

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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.

Pictograms

Exclamation markEnvironment
GHS07,GHS09

Signal Word

Warning

Hazard Statements

H302 - H317 - H411

Hazard Classifications

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

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCG2989
BCCD0030
BCCB8025
BCCB4991
BCBW1458

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