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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/REAXYS Number:
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

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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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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
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
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
Radioiodination of cellular proteins.
Caplan S, Baniyash M.
Current Protocols in Cell Biology, 7, 7-7 (2001)
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