6-[5-(2-Oxo-hexahydro-thieno[3,4-D]imidazol-4-YL)-pentanoylamino]-hexanoic acid

Base Information

• Chemical Name: 6-[5-(2-Oxo-hexahydro-thieno[3,4-D]imidazol-4-YL)-pentanoylamino]-hexanoic acid
• CAS No.: 72040-64-3
• Molecular Formula: C16H27N3O4S
• Molecular Weight: 357.474
• Hs Code.: 29349990
• DSSTox Substance ID: DTXSID00332237
• Nikkaji Number: J645.130F
• Wikidata: Q27094083
• Metabolomics Workbench ID: 147672
• Mol file: 72040-64-3.mol

Synonyms:72040-64-3;(+)-Biotin-epsilon-aminocaproic acid;Biotin-X;N-(+)-Biotinyl-6-aminohexanoic acid;6-biotinamidohexanoic acid;6-(5-((3aS,4S,6aR)-2-Oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanamido)hexanoic acid;(+)-Biotin-LC;6-[5-(2-OXO-HEXAHYDRO-THIENO[3,4-D]IMIDAZOL-4-YL)-PENTANOYLAMINO]-HEXANOIC ACID;E-AMINO BIOTINYL CAPROIC ACID;biotin caproic acid;N-Biotinyl-6-aminohexanoic Acid;Biotin aminocaproic acid;6-((Biotinoyl)amino)hexanoic acid;6-[5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]pentanoylamino]hexanoic acid;N-Biotinylcaproic Acid;MFCD00144853;6-(5-((3AS,4S,6aR)-2-Oxohexahydro-1H-thieno-[3,4-d]imidazol-4-yl)pentanamido)hexanoic acid;6-[5-(2-oxo-hexahydro-thieno[3,4-d]imidazol-6-yl)-pentanoylamino]-hexanoic acid;BH7;N-(+)-Biotinyl-6-aminocaproic acid;Biotin-LC;6-(Biotinylamino)caproic acid;SCHEMBL383254;N-(5-Carboxypentyl)biotinamide;DTXSID00332237;BCP24999;AKOS016010225;DB03139;DS-3894;6-(5-((3aS,4S,6aR)-2-Oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanamido)hexanoicacid;HY-101218;B2433;CS-0020994;H10243;A866330;W-203623;Q27094083;N-(+)-Biotinyl-6-aminohexanoic acid, >=97.0% (HPLC);Hexanoic acid,6-[[5-[(3as,4s,6ar)-hexahydro-2-oxo-1H-thieno[3,4-d]imidazol-4-yl]-1-oxopentyl]amino]-

Chemical Property of 6-[5-(2-Oxo-hexahydro-thieno[3,4-D]imidazol-4-YL)-pentanoylamino]-hexanoic acid

Chemical Property:

• Appearance/Colour: white solid
• Vapor Pressure: 9.2E-23mmHg at 25°C
• Melting Point: 220-230 °C (dec.)
• Refractive Index: 1.532
• Boiling Point: 721.3 °C at 760 mmHg
• PKA: 4.75±0.10(Predicted)
• Flash Point: 390 °C
• PSA: 132.83000
• Density: 1.2 g/cm³
• LogP: 2.52190
• Storage Temp.: -20°C Freezer
• Solubility.: DMSO (Slightly)
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 11
• Exact Mass: 357.17222752
• Heavy Atom Count: 24
• Complexity: 461

Purity/Quality:

98%,99%, ^*data from raw suppliers

N-Biotinylcaproic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F
• Hazard Codes: F
• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C2C(C(S1)CCCCC(=O)NCCCCCC(=O)O)NC(=O)N2
• Isomeric SMILES: C1[C@H]2[C@@H]([C@@H](S1)CCCCC(=O)NCCCCCC(=O)O)NC(=O)N2
• Uses: An active Biotinylation reagent

Technology Process of 6-[5-(2-Oxo-hexahydro-thieno[3,4-D]imidazol-4-YL)-pentanoylamino]-hexanoic acid

There total 11 articles about 6-[5-(2-Oxo-hexahydro-thieno[3,4-D]imidazol-4-YL)-pentanoylamino]-hexanoic acid 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: 89.0%

biotin N-Hydroxysuccinimide ester (35013-72-0) + 6-aminohexanoic acid (60-32-2,93208-38-9) → N-(+)-biotinyl-6-aminocaproic acid (72040-64-3)

Guidance literature:

In water; N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1021/acs.jmedchem.1c01605

Reference yield: 85.0%

methyl 6-(+)-biotinylamidohexanoate → N-(+)-biotinyl-6-aminocaproic acid (72040-64-3)

Guidance literature:

With sodium hydroxide; In methanol; water; at 20 ℃;

DOI:10.1002/(SICI)1099-1344(20000330)43:4<309::AID-JLCR318>3.0.CO;2-W

Reference yield: 80.5%

biotin N-hydroxysuccinimide ester (85718-04-3) + 6-aminohexanoic acid (60-32-2,93208-38-9) → 6-[5-(2-oxo-hexahydro-thieno[3,4-d]imidazol-4-yl)-pentanoylamino]-hexanoic acid (72040-64-3)

Guidance literature:

biotin N-hydroxysuccinimide ester; 6-aminohexanoic acid; In N,N-dimethyl-formamide; at 20 ℃; for 4h; pH=8; sodium bicarbonate buffer;

With hydrogenchloride; In water; N,N-dimethyl-formamide;

DOI:10.1021/bc1001505

upstream raw materials:

biotin

biotin N-hydroxysuccinimide ester

6-aminohexanoic acid

biotin

Refernces

• 1、 Sheng, Yuwen,Chen, Yuwen,Zeng, Zhongqiu,Wu, Wenbi,Wang, Jing,Ma, Yuling,Lin, Yuan,Zhang, Jichao,Huang, Yulan,Li, Wenhua,Zhu, Qiyu,Wei, Xiao,Li, Suiyan,Wisanwattana, Wisanee,Li, Fu,Liu, Wanli,Suksamrarn, Apichart,Zhang, Guolin,Jiao, Wei,Wang, Fei. "Identification of Pyruvate Carboxylase as the Cellular Target of Natural Bibenzyls with Potent Anticancer Activity against Hepatocellular Carcinoma via Metabolic Reprogramming". . p. 460 - 484. Retrieved 2022/01/03.
• 2、 -. "BIOCONJUGATES WITH A CONTROLLED DEGREE OF CONJUGATION, THEIR PROCESS OF PREPARATION, AND THE REAGENTS FOR THEIR PREPARATION". Page/Page column 35. . Retrieved 2019/01/22.