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56189

Sigma-Aldrich

3-(4-Hydroxyphenyl)propionic acid N-hydroxysuccinimide ester

≥97.0% (C), BioReagent

Synonym(s):

N-Succinimidyl 3-(4-hydroxyphenyl)propionate, N-[(4-Hydroxyhydrocinnamoyl)oxy]succinimide, Bolton-Hunter reagent precursor, Rudinger reagent, SHPP

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About This Item

Empirical Formula (Hill Notation):
C13H13NO5
CAS Number:
34071-95-9
Molecular Weight:
263.25
Beilstein:
1545011
EC Number:
251-818-1
MDL number:
MFCD00005515
UNSPSC Code:
12352106
PubChem Substance ID:
57651567
NACRES:
NA.25

Product Name

3-(4-Hydroxyphenyl)propionic acid N-hydroxysuccinimide ester, suitable for fluorescence, BioReagent, ≥97.0% (C)

product line

BioReagent

Quality Level

200

Assay

≥97.0% (C)

mp

132-133 °C (lit.)

fluorescence

λex 320 nm; λem 409 nm in 0.1 M Tris pH 8.8, 2 mM H2O2, peroxidase

suitability

suitable for fluorescence

storage temp.

−20°C

SMILES string

Oc1ccc(CCC(=O)ON2C(=O)CCC2=O)cc1

InChI

1S/C13H13NO5/c15-10-4-1-9(2-5-10)3-8-13(18)19-14-11(16)6-7-12(14)17/h1-2,4-5,15H,3,6-8H2

InChI key

KYRUKRFVOACELK-UHFFFAOYSA-N

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Application

Bolton-Hunter reagent precursor (3-(4-Hydroxyphenyl)propionic acid N-hydroxysuccinimide ester) is a hydroxysuccinimide ester used as an intermediate for high radioactive radioiodination of proteins.

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

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Certificates of Analysis (COA)

Lot/Batch Number
STBL1327
STBL0370
STBJ4676
STBG8074
STBG7695

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D P McManus et al.
Journal of helminthology, 61(1), 47-52 (1987-03-01)
Living, intact protoscoleces of the British horse and sheep strains of Echinococcus granulosus were subjected to surface radioiodination procedures using 125I and Iodogen and 125I-Bolton Hunter reagent. Subsequent combined electron microscopy and autoradiography revealed specific surface membrane labelling with the
Jae Jun Park et al.
Applied radiation and isotopes : including data, instrumentation and methods for use in agriculture, industry and medicine, 69(1), 56-62 (2010-10-05)
In this study, the radioiodination and biodistribution of quantum dots (QDs) using Bolton-Hunter reagent were investigated. Radioiodination yield was 33.4 ± 2.0%. Fluorescent intensity of radioiodinated QDs decreased to 75.4% of the maximum prior to radioiodination. In biodistribution and ex
Appendix: Preparation of N-succinimidyl 3-(4-hydroxyphenyl)propionate.
J Rudinger et al.
The Biochemical journal, 133(3), 538-539 (1973-07-01)
M Rack et al.
Pflugers Archiv : European journal of physiology, 400(4), 403-408 (1984-04-01)
Several reagents that react with sulfhydryl and amino groups were applied to voltage-clamped single nerve fibres of the frog. The fibres were exposed to comparable amounts of the chemical reagents for relatively short times. 3-(p-Hydroxyphenyl)propionic acid N-hydroxysuccinimide ester (HPPS), a
M P Merker et al.
FASEB journal : official publication of the Federation of American Societies for Experimental Biology, 4(12), 3040-3048 (1990-09-01)
To study the biochemical characteristics of endothelium in vivo, we radioiodinated endothelial membrane proteins of the perfused rabbit lung using a water soluble analog of the Bolton-Hunter reagent, 125I-sulfosuccinimidyl (hydroxyphenyl) propionate (125I-s-SHPP). This technique led to a 10-fold increase in
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