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55156

Sigma-Aldrich

7-Hydroxycoumarin-3-carboxylic acid N-succinimidyl ester

suitable for fluorescence, ≥95.0% (coupling assay to aminopropyl silica gel)

Synonym(s):

N-Succinimidyl 7-hydroxycoumarin-3-carboxylate, Umbelliferone-3-carboxylic acid N-succinimidyl ester

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About This Item

Empirical Formula (Hill Notation):
C14H9NO7
CAS Number:
134471-24-2
Molecular Weight:
303.22
Beilstein:
9419622
MDL number:
MFCD00037568
UNSPSC Code:
12352108
PubChem Substance ID:
57651516
NACRES:
NA.32

Quality Level

100

Assay

≥95.0% (coupling assay to aminopropyl silica gel)

solubility

DMF: soluble
DMSO: soluble

fluorescence

λex 386 nm; λem 448 nm in 0.1 M Tris pH 9.0

suitability

suitable for fluorescence

storage temp.

−20°C

SMILES string

Oc1ccc2C=C(C(=O)ON3C(=O)CCC3=O)C(=O)Oc2c1

InChI

1S/C14H9NO7/c16-8-2-1-7-5-9(13(19)21-10(7)6-8)14(20)22-15-11(17)3-4-12(15)18/h1-2,5-6,16H,3-4H2

InChI key

KFEBWCYYRFZMTJ-UHFFFAOYSA-N

Application

7-Hydroxycoumarin-3-carboxylic acid N-succinimidyl ester (7-OHCCA-SE) is used as a reagent to conjugate 7-Hydroxycoumarin-3-carboxylic acid (7-OHCCA) to other molecules such as amino acids via amide chemistry.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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R Cordfunke et al.
Proceedings of the National Academy of Sciences of the United States of America, 95(13), 7396-7401 (1998-06-24)
The chromophore of photoactive yellow protein (PYP) (i.e., 4-hydroxycinnamic acid) has been replaced by an analogue with a triple bond, rather than a double bond (by using 4-hydroxyphenylpropiolic acid in the reconstitution, yielding hybrid I) and by a "locked" chromophore
Y Oda et al.
Analytical biochemistry, 269(2), 230-235 (1999-05-01)
A fluorometric binding assay for lectin and yeast cells using the avidin-biotin system was previously reported (Y. Oda, M. Kinoshita, and K. Kakehi, Anal. Biochem. 254, 41-48, 1997). However, the true amount of bound lectin could not be determined by

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