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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

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

56189-1G:
56189-VAR:
56189-5G:
56189-BULK:

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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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
Labeling of peptides and proteins by radioiodination.
Bailey GS.
Methods Mol. Cell Biol., 32, 441-448 (1994)
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