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Merck
CN

8.51014

Fmoc-OSu

≥99.0% (HPLC), for peptide synthesis, Novabiochem®

Synonym(s):

Fmoc-OSu, FMOC-ONSu, N-(9H-Fluoren-9-ylmethoxycarbonyloxy)succinimide, N-(9-Fluorenylmethoxycarbonyloxy)succinimide, 9-Fluorenylmethyl-succinimidyl carbonate

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About This Item

Empirical Formula (Hill Notation):
C19H15NO5
CAS Number:
82911-69-1
Molecular Weight:
337.33
UNSPSC Code:
12352108
EC Index Number:
433-520-5
NACRES:
NA.22
MDL number:
MFCD00010733

Key Documents

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Product Name

Fmoc-OSu, Novabiochem®

SMILES string

N4(C(=O)CCC4=O)OC(=O)OCC1c2c(cccc2)c3c1cccc3

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

product line

Novabiochem®

assay

≥99.0% (HPLC)

form

powder

manufacturer/tradename

Novabiochem®

mp

145-148 °C

application(s)

peptide synthesis

functional group

Fmoc

storage temp.

2-8°C

Quality Level

200

Related Categories

Other Notes

Replaces: 01-63-0001

Legal Information

Novabiochem is a registered trademark of Merck KGaA, Darmstadt, Germany

Analysis Note

Colour (visual): white to slight yellow to beige
Appearance of substance (visual): powder
Identity (IR): passes test
Assay (HPLC, area%): ≥ 99.0 % (a/a)
Solubility (1 mmole in 2 ml DMF): clearly soluble

Application

  • Sequence-defined positioning of amine and amide residues to control catechol driven wet adhesion: This study uses Fmoc-OSu for selective functionalization of amines, demonstrating its role in synthesizing complex molecules with specific adhesive properties (Fischer et al., 2020).
  • Fmoc-OASUD: A new reagent for the preparation of Fmoc-amino acids free from impurities resulting from Lossen rearrangement: Discusses the development of Fmoc-OASUD as a superior alternative to Fmoc-OSu, reducing impurities in peptide synthesis processes (Rao et al., 2016).

General description

Reagent for the preparation of pure Fmoc-amino acids that are free from contamination by Fmoc-dipeptides [1,2,3].

Literature references

[1] A. Paquet (1982) Can. J. Chem., 60, 976.
[2] L. Lapatsanis, et al. (1983) Synthesis, 671.
[3] G. F. Sigler, et al. (1983) Biopolymers, 22, 2157.

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

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Ahmet Kertmen et al.
Langmuir : the ACS journal of surfaces and colloids, 35(15), 5281-5293 (2019-03-27)
Numerous glutamine analogues have been reported as irreversible inhibitors of the glucosamine-6-phosphate (GlcN-6-P) synthase in pathogenic Candida albicans in the last 3.5 decades. Among the reported inhibitors, the most effective N3-(4-methoxyfumaroyl)-l-2,3-diaminopropanoic acid (FMDP) has been extensively studied in order to

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