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Merck
CN

14405

Sigma-Aldrich

(+)-Biotin N-hydroxysuccinimide ester

≥95% (HPLC)

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:
12352200
PubChem Substance ID:
329750289

Key Documents

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biological source

synthetic

Quality Level

500

Assay

≥95% (HPLC)

form

powder

optical activity

[α]20/D +53±1°, c = 1% in DMF

color

white to off-white

mp

212-214 °C

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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Other Notes

Activated biotin, generally used for attaching biotin to amino acids, peptides and proteins; Review: The use of the avidin-biotin complex as a tool in molecular biology; On-resin biotinylation of chemically synthesized proteins for one-step purification

Storage Class Code

13 - Non 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 Information

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Ran Li et al.
Molecular cancer therapeutics, 17(1), 169-182 (2017-09-25)
In response to cellular stress, phosphatidylserine is exposed on the outer membrane leaflet of tumor blood vessels and cancer cells, motivating the development of phosphatidylserine-specific therapies. The generation of drug-conjugated phosphatidylserine-targeting agents represents an unexplored therapeutic approach, for which antitumor
T J Lobl et al.
Analytical biochemistry, 170(2), 502-511 (1988-05-01)
A general, convenient, one-step purification procedure for chemically synthesized proteins present in low yields using on-resin biotinylation is reported. The protein, terminally deprotected and neutralized on-resin, is stirred in dimethylformamide and then biotinylated with N-hydroxysuccinimidobiotin (2 mg/mg protein on-resin) for
K. Hoffmann et al.
Journal of the American Chemical Society, 100, 3585-3585 (1978)
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Journal of molecular signaling, 4, 6-6 (2009-09-04)
Glucocorticoid hormones (GCs) induce apoptosis of leukemic T-cells by transcriptional regulation via the GC receptor, GR. In the human leukemic CEM cell culture model, RCAN1 has been identified as one of the genes that is specifically upregulated only in the
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Food allergy is increasingly common worldwide. Tools for allergy diagnosis measuring IgE improved much since allergenic molecules and microarrays started to be used. IgE response toward allergens belonging to the same group of molecules has not been comprehensively explored using
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