Nhs-LC-biotin
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Basic information
- CAS
72040-63-2- Standard SMILES
O=C(CCCC[C@@H]1SC[C@@H]2NC(=O)N[C@@H]21)NCCCCCC(=O)ON1C(=O)CCC1=O- InChIKey
UVGHPGOONBRLCX-NJSLBKSFSA-N- Molecular formula
- C20H30N4O6S
- Average molar mass
- 454.5 g/mol
- Monoisotopic mass
- 454.18860568
Names & identifiers
- Preferred name
- Nhs-LC-biotin
- IUPAC
- (2,5-dioxopyrrolidin-1-yl) 6-[5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]pentanoylamino]hexanoate
- English name
- Succinimidyl 6-(biotinamido)hexanoate
- Molecular formula
- C20H30N4O6S
- Molecular weight
- 454.54
Names & synonyms
Succinimidyl 6-(biotinamido)hexanoateNhs-LC-biotinRefChem:853804615-709-672040-63-22,5-Dioxopyrrolidin-1-yl 6-(5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanamido)hexanoateBACHSSuccinimidyl-6-(biotinamido) HexanoateBiotin-X, succinimidyl esterBiotin-C5-NHS EsterMFCD00065502(+)-Biotin-LC-NHS Ester
Show more names
BIOTIN-X-NHSBiotin-LC-NHSBIOTIN-X, SENHS-X-BiotinD-BiotiamideBIOTIN-LC-OSUBiotin-NHS LCNHS-Biotin LC
N-Succinimidyl 6-BiotinamidohexanoateSuccinimidyl-6-biotinamide hexanoateBiotinamidohexanoic acid N-hydroxysuccinimide ester(2,5-dioxopyrrolidin-1-yl) 6-[5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]pentanoylamino]hexanoateBiotin-amidocaproate-N-hydroxysuccinimide esterBiotinyl-6-aminocaproic acid N-hydroxysuccinimide esterC20H30N4O6SBiotinyl-epsilon-aminohexanoic acid N-hydroxysuccinimide ester
Database identifiers
- CAS
72040-63-2- PubChem CID
- 83874
- DTXSID
DTXSID90992728- EC Number
- 615-709-6
- Nikkaji
- J671.769A
Properties
Computed structural propertiesFilling in
- XLogP
- 0.1
- Topological polar surface area
- 159 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 7
- Rotatable bonds
- 13
- Heavy atoms
- 31
- Formal charge
- 0
- Complexity
- 702
Physicochemical properties
- Melting point
- 169 · 169-171 °C
- Density
- 1.35 · 1.35±0.1 g/cm3(Predicted)
- storage temp.
- -20 °C · -20°C
- solubility
- 2 O: · H2O: ≤2 mg/mL with sonication
- form
- powder
- pka
- 13.9 · 13.90±0.40(Predicted)
- color
- White to Off-White
- Appearance
- white solid
- Water Solubility
- 2 O: · H2O: ≤2mg/mL (with sonication)DMF: 50mg/mL (Stable up to 2 months in dry DMF.)
- BRN
- 3577403 · 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 · 72040-63-2(CAS DataBase Reference)
- UNSPSC Code
- 41116133 · 41116133
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.
Hazard information
Hazard Classes and CategoriesAcute Tox. 4 (100%)
Safety data
- F
- 10-21
- PPE
- Eyeshields, Gloves, type N95 (US)
- wgk
- 3
- hs_code
- 2934999090
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- safety_code
- 24/25
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H302-H315-H319-H332-H335
- Precautionary statements
- P261-P280-P305+P351+P338
Chemistry & industry
Applications
DescriptionBiotin-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.
UsesSuccinimidyl 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
UsesA 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
UsesHas 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:
Related reactions
5 records
Compound notes
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