Biotin HPDP CAS: 129179-83-5
MF: C24H37N5O3S3
MW: 539.78
A cleavable biotinylating reagent that reacts specifically with thiol group.

Biotin HPDP (CAS 129179-83-5)

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Alternate Names: N-[6-(Biotinamido)hexyl]-3′-(2′-pyridyldithio)propionamide
Application: Biotin HPDP is a cleavable biotinylating reagent that reacts specifically with thiol group
CAS Number: 129179-83-5
Purity: ≥90%
Molecular Weight: 539.78
Molecular Formula: C24H37N5O3S3
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data (including water content).
Submit a review for this product and receive 15 CruzCredits

Biotin HPDP (N-[6-(Biotinamido)hexyl]-3'-(2'-pyridyldithio)propionamide) is a very useful biotinylating reagent that reacts specifically with thiol groups. Many Biotin derivatives react with primary amine groups and consequently can interfere with antigen binding. Biotin-HPDP is reactive towards sulfhydryls, and by reducing the immunoglobulin under mild conditions, biotinylation can be isolated to the hinge region. This approach preserves the antigen binding site of the immunoglobulin.

Biotin/Avidin binding is reported to have a 9 Å distance and is subject to steric hinderance when the biotin binding site is near certain amino acids or glycosylation sites. Antigen binding capabilities are improved by using a Biotin derivative that has an extended spacer arm, thus reducing steric hindrance. Biotin-HPDP has a spacer arm to give a span of 29.2 Å between the reacted sulfhydryl and the attached Biotin group.

When using traditional amine reactive biotinylation reagents such as NHS-SS-Biotin, each original reacted -NH2 group will be changed to a -NH2-(CH2)2-SH residue, and the original protein (or peptide) can not be regenerated after cleavage from Biotin. A unique advantage of Biotin-HPDP is the Biotin can be cleaved away completely and the original protein (or peptide) can be regenerated to its original form.


References

1. Ghebrehiwet, B. et al. 1988. J. Immunol. Methods. 110(2): 251-260. PMID: 3259972

2. Horney, M.J. et al. 2001. J. Biol. Chem. 276(4): 2880-2889. PMID: 11063745

3. Slatin, S.L. et al. 2002. Proc. Natl. Acad. Sci. U.S.A. 99(3): 1286-1291. PMID: 11830660

4. Le Moan, N. et al. 2006. J. Biol. Chem. 281(15): 10420-10430. PMID: 16418165

Usage :
A Biotin-HPDP solution may be prepared by dissolving in dry Dimethylformamide (DMF). Note: Gentle warming of the Biotin-HPDP/DMF mixture to 37°C and vortexing or sonication will assure complete dissolution. This stock can be aliquoted and stored frozen.



Proteins or peptides to be biotinylated by Biotin-HPDP must have a free sulfhydryl group (-SH) available. If this group is not present, it can be introduced into the molecule with Traut's Reagent (sc-209204). For peptide synthesis, an alternative is to terminate with a Cysteine residue. Reactions with Biotin-HPDP should be carried out in buffers free of extraneous thiols and consequently excess β-Mercaptoethanol, Mercaptoethylamine, etc., should be removed prior to biotinylation.
Physical State :
Solid
Solubility :
Soluble in DMSO, and methanol.
Storage :
Store at -20° C
Melting Point :
163-168° C
Boiling Point :
875.95° C at 760 mmHg (Predicted)
Density :
1.29 g/cm3 (Predicted)
Refractive Index :
n20D 1.62 (Predicted)
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
PubChem CID :
15949894
MDL Number :
MFCD00078541
SMILES :
C1[[email protected]]2[[email protected]@H]([[email protected]@H](S1)CCCCC(=O)NCCCCCCNC(=O)CCSSC3=CC=CC=N3)NC(=O)N2

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Certificate of Analysis

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Biotin HPDP (CAS 129179-83-5) Product Citations

See how others have used Biotin HPDP (CAS 129179-83-5). Click on the entry to view the PubMed entry .

Citations 1 to 2 of 2 total

PMID: # 28819302  Westphal, N. et al. 2017. Sci Rep. 7: 8622.

PMID: # 23755229  Jung, SB. et al. 2013. PLoS ONE. 8: e65415.

Citations 1 to 2 of 2 total
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Rated 5 out of 5 by from Various publications cite Biotin HPDP for Various publications cite Biotin HPDP for its ability to react with specific thiol groups. -SCBT Publication Review
Date published: 2015-04-03
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