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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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Description
Pricing

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

H1759-1G:
H1759-25MG:
H1759-250MG:
H1759-VAR:
H1759-PM:
H1759-BULK:
H1759-100MG:
H1759-5MG:

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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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
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
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
Faqing Huang et al.
RNA (New York, N.Y.), 9(12), 1562-1570 (2003-11-19)
Expanding our previous finding of an adenosine-initiated transcription system, we now demonstrate that either the 5' site or the N6 site of adenosine nucleotides can be modified extensively without abolishing their ability to initiate transcription under the T7 phi2.5 promoter.
Erdem D Tabdanov et al.
STAR protocols, 1(1) (2020-08-01)
We present a reproducible protocol for fabrication of polyacrylamide (PAA) hydrogel-based nano-patterns and nano-textures with a wide range of elastic rigidities to study fundamental cell behaviors, such as mechanosensitivity and motility. We explore the benefits of this protocol by successfully
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