BIOTIN HPDP Chemical Properties

Melting point:

160-163°C

Boiling point:

876.0±65.0 °C(Predicted)

Density 

1.28

storage temp. 

-20°C Freezer

solubility 

insoluble in H2O; ≥101.4 mg/mL in DMSO; ≥8.29 mg/mL in EtOH with ultrasonic

pka

13.90±0.40(Predicted)

form 

powder to crystal

color 

White to Light yellow

InChIKey

QLPHBNRMJLFRGO-YDHSSHFGSA-N

SMILES

C1(=O)N[C@]2([H])[C@H](CCCCC(NCCCCCCNC(=O)CCSSC3=NC=CC=C3)=O)SC[C@]2([H])N1

Safety Information

HS Code 

2934.99.4400

BIOTIN HPDP Usage And Synthesis

Description

Biotin-HPDP is a sulfhydryl-reactive biotinylation reagent that forms a reversible disulfide linkage. It is used to label protein cysteines and other substrates that contain sulfhydryl groups. Biotin-HPDP is also used in the biotin switch technique to tag S-nitrosylated (SNO) proteins, following reduction of SNO groups to thiols. Compounds that are tagged with biotin interact avidly with streptavidin-coupled beads, fluorophores, enzymes, etc. The interaction of biotin-HPDP with substrates containing sulfhydryl groups is easily performed at pH 6.5 to 7.5 in buffers such as PBS. The disulfide linkage that is formed between avidin and substrate can later by cleaved by a reducing agent, like dithiothreitol.

Chemical Properties

Pale Yellow Solid

Uses

This compounds reacts specifically with thiol groups.

References

[1] CHANGYUAN LU. S-sulfhydration/desulfhydration and S-nitrosylation/denitrosylation: A common paradigm for gasotransmitter signaling by H2S and NO[J]. Methods, 2013, 62 2: Pages 177-181. DOI: 10.1016/j.ymeth.2013.05.020
[2] S. SLATIN. Translocation of a functional protein by a voltage-dependent ion channel[J]. Proceedings of the National Academy of Sciences of the United States of America, 2002, 99 1: 1286-1291. DOI: 10.1073/pnas.022480199
[3] OSCAR A. BIZZOZERO  Jianzheng Z. Identification of major S-nitrosylated proteins in murine experimental autoimmune encephalomyelitis[J]. Journal of Neuroscience Research, 2009, 87 13: 2881-2889. DOI: 10.1002/jnr.22113
[4] KARINA CKLESS . In situ detection and visualization of S-nitrosylated proteins following chemical derivatization: identification of Ran GTPase as a target for S-nitrosylation[J]. Nitric oxide?: biology and chemistry, 2004, 11 3: Pages 216-227. DOI: 10.1016/j.niox.2004.06.002
[5] MICHAEL T FORRESTER  Jonathan S S  Matthew W Foster. Assessment and application of the biotin switch technique for examining protein S-nitrosylation under conditions of pharmacologically induced oxidative stress.[J]. The Journal of Biological Chemistry, 2007, 282 19: 13977-13983. DOI: 10.1074/jbc.m609684200

BIOTIN HPDP(129179-83-5)Related Product Information

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• Azide-PEG3-Desthiobiotin
• Desthiobiotin-PEG4-Alkyne
• Biotin-PEG3-Mal
• N-Biotinyl-N'-(3-maleimidopropionyl)-3,6-dioxaoctane-1,8-diamine
• DESTHIOBIOTIN N-HYDROXYSUCCINIMIDYL ESTER
• biotinylamidoethylacetamide
• SULPHOSUCCINIMIDYL-6-(BIOTINAMIDO)HEXANOATE
• (+)-BIOTIN-EPSILON-AMINOCAPROIC ACID
• Succinimidyl 6-(biotinamido)hexanoate
• D-DESTHIOBIOTIN
• BIOTIN-4-FLUORESCEIN
• UV-Tracer Biotin NHS Ester
• N-(3-Azidopropyl)biotinaMide
• 1H-Thieno[3,4-d]iMidazole-4-pentanaMide, hexahydro-N-[2-(4-hydroxyphenyl)ethyl]-2-oxo-, (3aS,4S,6aR)-
• 1H-Thieno[3,4-d]iMidazole-4-pentanaMide, hexahydro-2-oxo-N-2-propynyl-, (3aS,4S,6aR)-