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8.51014

Fmoc-OSu

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

Synonym(e):

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

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Über diesen Artikel

Empirische Formel (Hill-System):
C19H15NO5
CAS-Nummer:
Molekulargewicht:
337.33
UNSPSC Code:
12352108
EC Index Number:
433-520-5
NACRES:
NA.22
MDL number:
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Produktname

Fmoc-OSu, Novabiochem®

Quality Segment

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

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

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.

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).

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

Other Notes

Replaces: 01-63-0001

Legal Information

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


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Warning

Hazard Classifications

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

Lagerklasse

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable



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Questions

1–2 of 2 Questions  
  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/418/501/product-dating-information-06-25-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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