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55156

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

Name: 7-Hydroxycoumarin-3-carboxylic acid <I>N</I>-succinimidyl ester
Brand: SIGMA

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

UNSPSC Code:

12352108

NACRES:

NA.32

PubChem Substance ID:

57651516

MDL number:

MFCD00037568

Beilstein/REAXYS Number:

9419622

Assay:

≥95.0% (coupling assay to aminopropyl silica gel)

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Quality Level

100

assay

≥95.0% (coupling assay to aminopropyl silica gel)

solubility

DMF: soluble, DMSO: soluble

fluorescence

λ_ex 386 nm; λ_em 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

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number

BCCK8960

070885/1

70885/1

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Trans/cis (Z/E) photoisomerization of the chromophore of photoactive yellow protein is not a prerequisite for the initiation of the photocycle of this photoreceptor protein.

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The chromophore of photoactive yellow protein (PYP) (i.e., 4-hydroxycinnamic acid) has been replaced by an analogue with a triple bond, rather than a double bond (by using 4-hydroxyphenylpropiolic acid in the reconstitution, yielding hybrid I) and by a "locked"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

Flow injection analysis of binding reaction between fluorescent lectin and cells.

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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Global Trade Item Number

SKU	GTIN
55156-100MG-F	04061833489154
55156-25MG-F	04061832532608

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