(2,5-dioxopyrrolidin-1-yl) 6-[6-[5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]pentanoylamino]hexanoylamino]hexanoate

Base Information

• Chemical Name: (2,5-dioxopyrrolidin-1-yl) 6-[6-[5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]pentanoylamino]hexanoylamino]hexanoate
• CAS No.: 89889-52-1
• Molecular Formula: C26H41 N5 O7 S
• Molecular Weight: 567.707
• Hs Code.: 29349990
• DSSTox Substance ID: DTXSID40585088
• Nikkaji Number: J2.610.168I
• Wikidata: Q72492575
• Mol file: 89889-52-1.mol

Synonyms:89889-52-1;Biotin-XX-NHS;Biotin-LC-LC-NHS;(+)-Biotin-LC-LC-NHS Ester;Biotinamidohexanoyl-6-aminohexanoic acid N-hydroxysuccinimide ester;Succinimidyl-6-[6-(biotinamido)caproyl]caproylate;(2,5-dioxopyrrolidin-1-yl) 6-[6-[5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]pentanoylamino]hexanoylamino]hexanoate;Biotin-LC-LC-NHS Ester;2,5-dioxopyrrolidin-1-yl 6-(6-(5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanamido)hexanamido)hexanoate;N-Succinimidyl N-[6-(Biotinamido)hexanoyl]-6-aminohexanoate;Biotin-X-X-NHS;MFCD00467154;Extra long chain nhs biotin;SCHEMBL309816;Biotin-LC-LC-NHS (2mg*5);DTXSID40585088;BiotinaMidohexanoyl-6-aMinohexanoic;AKOS025312387;CS-W020994;HY-W040254;BP-22110;B6096;S0956;F16499;A860997;6-(biotinamidocaproylamido) caproic acid N-hydroxysuccinimide ester;6-((6-((Biotinoyl)amino)hexanoyl)amino)hexanoic acid, succinimidyl ester;N-[6-(Biotinamido)hexanoyl]-6-aminohexanoic Acid N-Succinimidyl Ester;Biotinamidohexanoyl-6-aminohexanoic acid N-hydroxysuccinimide ester, >=95% (TLC), powder;N-{6-[(2,5-Dioxopyrrolidin-1-yl)oxy]-6-oxohexyl}-6-({5-[(3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl]pentanoyl}amino)hexanamide

Chemical Property of (2,5-dioxopyrrolidin-1-yl) 6-[6-[5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]pentanoylamino]hexanoylamino]hexanoate

Chemical Property:

• Melting Point: 147-151°C
• PKA: 13.90±0.40(Predicted)
• PSA: 188.31000
• Density: 1.29±0.1 g/cm3(Predicted)
• LogP: 3.04990
• Storage Temp.: −20°C
• Solubility.: DMF: 25 mg/mL
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 19
• Exact Mass: 567.27266984
• Heavy Atom Count: 39
• Complexity: 886

Purity/Quality:

97% ^*data from raw suppliers

Succinimidyl-6-[6-(biotinamido)caproyl]caproylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(=O)N(C1=O)OC(=O)CCCCCNC(=O)CCCCCNC(=O)CCCCC2C3C(CS2)NC(=O)N3
• Isomeric SMILES: C1CC(=O)N(C1=O)OC(=O)CCCCCNC(=O)CCCCCNC(=O)CCCC[C@H]2[C@@H]3[C@H](CS2)NC(=O)N3
• Description: Biotin-LC-LC-NHS is a biotinylation reagent that contains an N-hydroxysuccinimide (NHS) moiety, which activates carboxylic acid groups on biotin to facilitate coupling reactions, and a 30.5 ? spacer to decrease steric hindrance. It has been used to biotinylate small molecules such as paclitaxel and coenzyme Q10 for use in binding site characterization.
• Uses: Biotinamidohexanoyl-6-aminohexanoic acid N-hydroxysuccinimide ester has been used in human IgM biotinylation. A biotinylated cross-linking reagent.

Technology Process of (2,5-dioxopyrrolidin-1-yl) 6-[6-[5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]pentanoylamino]hexanoylamino]hexanoate

There total 7 articles about (2,5-dioxopyrrolidin-1-yl) 6-[6-[5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]pentanoylamino]hexanoylamino]hexanoate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 71.0%

1-hydroxy-pyrrolidine-2,5-dione (6066-82-6) + N-(+)-biotinyl-6-aminocaproic acid (72040-64-3) → biotinamidocaproate N-hydroxysuccinimide ester (89889-52-1)

Guidance literature:

With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at 20 ℃; for 48h;

Reference yield:

di(succinimido) carbonate (74124-79-1) + N-(+)-biotinyl-6-aminocaproic acid (72040-64-3) → biotinamidocaproate N-hydroxysuccinimide ester (89889-52-1)

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 2.25h;

Reference yield:

1-hydroxy-pyrrolidine-2,5-dione (6066-82-6) + C19H31N3O6S → biotinamidocaproate N-hydroxysuccinimide ester (89889-52-1)

Guidance literature:

In N,N-dimethyl-formamide; at -5 ℃; for 1.83333h;

upstream raw materials:

1-hydroxy-pyrrolidine-2,5-dione

biotin

cyanomethyl biotinate

biotin N-Hydroxysuccinimide ester

Downstream raw materials:

C₁₃₉H₂₁₅N₂₃O₆₃S

C₆₃H₉₁N₁₇O₁₂S

C₆₂H₉₂N₁₆O₁₄S

C₆₄H₉₂N₁₄O₁₄S