Nhs-LC-biotin

HCID 83874CAS 72040-63-2

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Basic information

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 properties

XLogP: 0.1
Topological polar surface area: 159 Å²
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
NACRES: 46 · NA.46
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 302 · H302-H315-H319-H332-H335
Precautionary statements: 261 · P261-P280-P305+P351+P338
PPE: 95 · Eyeshields, Gloves, type N95 (US)
Safety Statements: 24 · 24/25
WGK Germany: 3 · 3
F: 10 · 10-21
HS Code: 29349990 · 29349990
Storage Class: 11 · 11 - Combustible Solids

Safety & regulation

GHS classification

GHS Classification · 4 items

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: 29349990
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 · 4 items

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: