MedKoo Cat#: 571636 | Name: NHS-SS-Biotin
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

NHS-SS-Biotin, or Succinimidyl-2-(biotinamido)-ethyl-1,3'-dithiopropionate, is an amine-reactive biotinylation reagent that is cleavable when the disulfide (-S-S-) bond is reduced. The resulting biotinylated protein can then be detected when used in conjunction with streptavidin. Therefore, NHS-SS-Biotin can be useful in antibody purification.

Chemical Structure

NHS-SS-Biotin
CAS#142439-92-7

Theoretical Analysis

MedKoo Cat#: 571636

Name: NHS-SS-Biotin

CAS#: 142439-92-7

Chemical Formula: C19H28N4O6S3

Exact Mass: 504.1171

Molecular Weight: 504.64

Elemental Analysis: C, 45.22; H, 5.59; N, 11.10; O, 19.02; S, 19.06

Price and Availability

Size Price Availability Quantity
100mg USD 360.00
1g USD 1,360.00
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Related CAS #
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Synonym
NHS-SS-Biotin, NHS SS Biotin
IUPAC/Chemical Name
2,5-dioxopyrrolidin-1-yl 3-((2-(5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanamido)ethyl)disulfanyl)propanoate
InChi Key
LBEDTGQHCFODEH-LXIYXOSZSA-N
InChi Code
InChI=1S/C19H28N4O6S3/c24-14(4-2-1-3-13-18-12(11-30-13)21-19(28)22-18)20-8-10-32-31-9-7-17(27)29-23-15(25)5-6-16(23)26/h12-13,18H,1-11H2,(H,20,24)(H2,21,22,28)/t12-,13-,18-/m0/s1
SMILES Code
O=C(ON1C(CCC1=O)=O)CCSSCCNC(CCCC[C@@H]2SC[C@]([C@]2([H])N3)([H])NC3=O)=O
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info
NHS-SS-Biotin is cell membrane permeable and has a long chain separating the biotin group from the amino-reactive NHS-ester (N-Hydroxysuccinimide ester). It is possible to cleave the biotin group from the crosslinked target protein under reducing conditions, such as in the presence of beta-mercaptoethanol (BME), TCEP-HCl or DTT. This technique is often used to purify an antibody or other protein from a biotin specific affinity resin like Immobilized Streptavidin without exposing your protein of interest to denaturing conditions.

Preparing Stock Solutions

The following data is based on the product molecular weight 504.64 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Markoutsa S, Bahr U, Papasotiriou DG, Häfner AK, Karas M, Sorg BL. Sulfo-NHS-SS-biotin derivatization: a versatile tool for MALDI mass analysis of PTMs in lysine-rich proteins. Proteomics. 2014 Mar;14(6):659-67. doi: 10.1002/pmic.201300309. PubMed PMID: 24449390. 2: Monteiro R, Chafsey I, Leroy S, Chambon C, Hébraud M, Livrelli V, Pizza M, Pezzicoli A, Desvaux M. Differential biotin labelling of the cell envelope proteins in lipopolysaccharidic diderm bacteria: Exploring the proteosurfaceome of Escherichia coli using sulfo-NHS-SS-biotin and sulfo-NHS-PEG4-bismannose-SS-biotin. J Proteomics. 2018 Mar 30. pii: S1874-3919(18)30127-1. doi: 10.1016/j.jprot.2018.03.026. [Epub ahead of print] PubMed PMID: 29609094.