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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

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)

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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
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The chromophore of photoactive yellow protein (PYP) (i.e., 4-hydroxycinnamic acid) has been replaced by an analogue with a triple bond, rather than a double bond (by using 4-hydroxyphenylpropiolic acid in the reconstitution, yielding hybrid I) and by a "locked"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

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