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H1759

Sigma-Aldrich

(+)-Biotin N-hydroxysuccinimide ester

≥98% (HPLC), powder

Synonym(s):

(+)-Biotin N-succinimidyl ester, d-Biotin NHS ester, BNHS, Biotinyl-N-hydroxy-succinimide, N-Hydroxysuccinimidobiotin, N-Succinimidyl D-biotinate, NHS-Biotin

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About This Item

Empirical Formula (Hill Notation):
C14H19N3O5S
CAS Number:
35013-72-0
Molecular Weight:
341.38
Beilstein:
4720781
MDL number:
MFCD00078531
UNSPSC Code:
12352203
PubChem Substance ID:
24895479
NACRES:
NA.46

Quality Level

200

Assay

≥98% (HPLC)

form

powder

reaction suitability

reaction type: Biotinylations

color

white to off-white

mp

212 °C

solubility

DMF: ≤50 mg/mL (Stable for at least one month in dry DMF)
DMSO: soluble

storage temp.

−20°C

SMILES string

[H][C@]12CS[C@@H](CCCCC(=O)ON3C(=O)CCC3=O)[C@@]1([H])NC(=O)N2

InChI

1S/C14H19N3O5S/c18-10-5-6-11(19)17(10)22-12(20)4-2-1-3-9-13-8(7-23-9)15-14(21)16-13/h8-9,13H,1-7H2,(H2,15,16,21)/t8-,9-,13-/m0/s1

InChI key

YMXHPSHLTSZXKH-RVBZMBCESA-N

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Application

(+) Biotin NHS ester or (+)-Biotin N-hydroxysuccinimide ester has been used:


  • to biotinylate Hyb 246-4 for surfactant protein D enzyme-linked immunosorbent assay (SP-D ELISA)
  • to biotinylate proteins to form preformed complexes
  • to label and modify monoclonal anti-microfibrillar-associated protein 4 (MFAP4) (HG-HYB 7-18) to bind to alphaLISA streptavidin-coated donor beads

Biochem/physiol Actions

The N-hydroxysuccinimide ester (NHS)-biotin modification helps in the biotinylation of the target lysine residue at its ε-amino group and identifies the surface lysine residues. It is used as a tool to identify the interaction of proteins with several biological molecules, like protein-polysaccharide interactions, protein-protein interactions, protein-nucleic acid interactions, and protein-ligand interactions. NHS-biotin may be used in the biotinylation of proteins and peptides. It is typically coupled to primary amine in the pH range of 6.5-8.5.

Disclaimer

Unless otherwise stated in our catalog or other company documentation accompanying the product(s), our products are intended for research use only and are not to be used for any other purpose, which includes but is not limited to, unauthorized commercial uses, in vitro diagnostic uses, ex vivo or in vivo therapeutic uses or any type of consumption or application to humans or animals.

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Pricing

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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Yijun Tang et al.
Analytical chemistry, 78(6), 1841-1848 (2006-03-16)
Surface plasmon resonance (SPR) has been used in determining kinetics and thermodynamics of biological interaction in the past decades. One difficulty encountered in this technology is the need for a proper regeneration, which means the removal of analytes from the
M J Kim et al.
Analytical biochemistry, 231(2), 400-406 (1995-11-01)
Homogeneous-type enzyme-linked competitive binding assays utilizing the synthetic enzyme-biotin and avidin-riboflavin conjugates are developed for the detection of riboflavin as well as its binder protein. The activity of the enzyme-biotin conjugate is inhibited in the presence of the avidin-riboflavin conjugate
Hussein A Almehdar et al.
Probiotics and antimicrobial proteins, 12(1), 18-31 (2019-02-07)
Lactoferrin is an iron-binding glycoprotein present in various secretions (e.g., milk, tears, saliva, pancreatic juice), which performs multiple functions, with one of them being the antimicrobial defense. Purified camel lactoferrins (cLfs) from different Saudi camel clans, as well as human
Helle Wulf-Johansson et al.
PloS one, 8(12), e82243-e82243 (2013-12-19)
Microfibrillar-associated protein 4 (MFAP4) is located in the extracellular matrix (ECM). We sought to identify tissues with high levels of MFAP4 mRNA and MFAP4 protein expression. Moreover, we aimed to evaluate the significance of MFAP4 as a marker of cardiovascular
Ying-Xia Tan et al.
Glycobiology, 28(5), 269-275 (2018-02-23)
Heparanase, an endo-glucuronidase that specifically cleaves heparan sulfate (HS), is upregulated in several pathological conditions. In this study, we aimed to find a correlation of heparanase expression and platelets production. In the transgenic mice overexpressing human heparanase (Hpa-tg), hematological analysis
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