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72040-63-2

72040-63-2 Structure

72040-63-2 Structure
IdentificationMore
[Name]

Succinimidyl 6-(biotinamido)hexanoate
[CAS]

72040-63-2
[Synonyms]

6-[5-(2-OXO-HEXAHYDRO-THIENO[3,4-D]IMIDAZOL-4-YL)-PENTANOYLAMINO]-HEXANOIC ACID 3-HYDROPEROXYSULFONYL-2,5-DIOXO-PYRROLIDIN-1-YL ESTER SODIUM SALT
6-((BIOTINOYL)AMINO)HEXANOIC ACID, SUCCINIMIDYL ESTER
6-[(+)-BIOTINYL]AMINOCAPROIC ACID N-HYDROXYSUCCINIMDE ESTER
BIOTINAMIDOCAPROATE N-HYDROXYSUCCINIMIDE ESTER
(+)-BIOTINAMIDOCAPROATE N-HYDROXYSUCCINIMIDYL ESTER
BIOTINAMIDOCAPROATE, N-HYDROXYSUCCINIMIDYL ESTER
BIOTIN-LC-OSU
BIOTIN-X-NHS
BIOTIN-X-NHS, WATER-SOLUBLE
BIOTIN-X, SE
BIOTIN-X, SUCCINIMIDYL ESTER
BIOTINYLAMIDOCAPROIC ACID-N-HYDROXYSUCCINIMIDE ESTER
BIOTINYL-EPSILON-AMINOCAPROIC ACID-N-HYDROXYSUCCINIMIDE ESTER
D-BIOTIN-AMIDOCAPROATE-N-HYDROXYSUCCINIMIDE ESTER
D-BIOTINOYL-EPSILON-AMINOCAPROIC ACID-N-HYDROXYSUCCINIMIDE ESTER
D-BIOTINYL-EPSILON-AMINOCAPROIC ACID-N-HYDROXY-SUCCINIMIDE ESTER
N-(+)-BIOTINYL-6-AMINOCAPROIC ACID N-SUCCINIMIDYL ESTER
NHS-LC-BIOTIN
N-SUCCINIMIDYL N-BIOTINYL-6-AMINOCAPROATE
SUCCINIMIDYL 6-[BIOTINAMIDO]HEXANOATE
[Molecular Formula]

C21H30N4O8S
[MDL Number]

MFCD00065502
[Molecular Weight]

498.55
[MOL File]

72040-63-2.mol
Chemical PropertiesBack Directory
[Appearance]

White Solid
[Melting point ]

169-171 °C
[density ]

1.35±0.1 g/cm3(Predicted)
[storage temp. ]

−20°C
[solubility ]

H2O: ≤2 mg/mL with sonication
[form ]

powder
[pka]

13.90±0.40(Predicted)
[color ]

White to Off-White
[Water Solubility ]

H2O: ≤2mg/mL (with sonication)
DMF: 50mg/mL (Stable up to 2 months in dry DMF.)
[Usage]

Has been used to biotinylate both the antibody and the carrier in the Protein Avidin-Biotin solid surfaces, such as plastics, which may reduce antigenicity. It has also been used to enhance the detection of DNA on nitrocellulose. Spacer Arm:
[BRN ]

3577403
[Stability:]

Moisture Sensitive
[InChIKey]

UVGHPGOONBRLCX-NJSLBKSFSA-N
[SMILES]

C(ON1C(=O)CCC1=O)(=O)CCCCCNC(=O)CCCC[C@H]1[C@@]2([H])NC(=O)N[C@@]2([H])CS1
[CAS DataBase Reference]

72040-63-2(CAS DataBase Reference)
Safety DataBack Directory
[Safety Statements ]

24/25
[WGK Germany ]

3
[F ]

10-21
[HS Code ]

29349990
[Storage Class]

11 - Combustible Solids
Hazard InformationBack Directory
[Description]

Biotin-LC-NHS Ester has an extended spacer arm which helps to minimize steric hindrance. The membrane permeability of this reagent allows it to be used for intracellular labeling. It can react efficiently with primary amino (-NH2) to form stable, irreversible amide bonds.
[Chemical Properties]

Succinimidyl 6-(biotinamido)hexanoate is White Solid
[Uses]

A biotinylation reagent incorporating an aminocaproyl pacer? This can reduce the steric hindrance in binding avidin to some biotinylated compounds when used to biotinylate both the antibody and the carrier in the Protein Avidin-Biotin Capture Sy
[Uses]

Has been used to biotinylate both the antibody and the carrier in the Protein Avidin-Biotin solid surfaces, such as plastics, which may reduce antigenicity. It has also been used to enhance the detection of DNA on nitrocellulose. Spacer Arm:
[Uses]

Succinimidyl 6-(biotinamido)hexanoate  is a biotinylation reagent incorporating an aminocaproyl “spacer”. This can reduce the steric hindrance in binding avidin to some biotinylated compounds when used to biotinylate both the antibody and the carrier in the Protein Avidin-Biotin Capture System. This system avoids the direct interaction of a captured antibody with solid surfaces, such as plastics, which may reduce antigenicity. It has also been used to enhance the detection of DNA on nitrocellulose. Has also been used as a cell surface labelling reagent
[Biological Activity]

nhs-lc-biotin (succinimidyl-6-(biotinamindo)hexanoate), also known as nhs-x-biotin is a derivative of d-biotin, a amine-reactive biotinylation agent, that contains a spacer arm off the valeric acid side chain of d-biotin with an nhs ester group at its end. the nhs ester group at the end of nhs-lc-biotin covalently binds to amine groups in proteins and other molecules forming a stable amide linkage and releasing the nhs group. the 6-aminocaproic acid spacer of nhs-lc-biotin greatly increases the length between a covalently modified molecule and the bicyclic biotin rings leading to a better binding potential for avidin or streptavidin probes. nhs-lc-biotin is insoluble in aqueous environments requiring the dissolution of organic solvents prior to the addition to a buffered reaction.bioconjugate techniques , 2nd ed. by greg t.hermanson (pierce biotechnology, thermo fisher scientific, rockford, il). academic press (an imprint of elsevier): london, amsterdam, burlington, san diego . 2008. isbn 978-0-12-370501-3.
[storage]

Store at -20°C
[Purification Methods]

Dissolve ~400mg of the ester in dry propan-2-ol (~25mL) with gentle heating. Reduce the volume to ~10mL by gentle boiling and allow the solution to cool. Decant the supernatant carefully from the white crystals, dry the crystals in a vacuum over P2O5 at 60o overnight. This material gives one spot on TLC. [Costello et al. Clin Chem 25 1572 1979, Kincaid et al. Methods Enzymol 159 619 1988.]
Spectrum DetailBack Directory
[Spectrum Detail]

Succinimidyl 6-(biotinamido)hexanoate(72040-63-2)MS
Succinimidyl 6-(biotinamido)hexanoate(72040-63-2)1HNMR
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

72040-63-2(sigmaaldrich)
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