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  2. 89889-51-0
Biotin-C5-amino-C5-amino | 89889-51-0

Product name:Biotin-C5-amino-C5-amino

CAS No:89889-51-0
MF:C22H38N4O5S
MW:470.62592458725
MDL:MFCD06796002
CID:994425
Introduction
Biotin-c5-amino-c5-amino is a protac linker, which belongs to the alkyl chain class. It can be used to synthesize protac molecules
Names and Identifiers
  • N-Biotinylcaproylaminocaproic Acid
  • LC-LC-(+)-Biotin
  • (+)-Biotin-LC-LC
  • 6-[6-[5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]pentanoylamino]hexanoylamino]hexanoic acid
  • 1H-Thieno[3,4-d]imidazole, hexanoic acid deriv. (ZCI)
  • 6-[[6-[[5-[(3aS,4S,6aR)-Hexahydro-2-oxo-1H-thieno[3,4-d]imidazol-4-yl]-1-oxopentyl]amino]-1-oxohexyl]amino]hexanoic acid (ACI)
  • Hexanoic acid, 6-[[6-[[5-(hexahydro-2-oxo-1H-thieno[3,4-d]imidazol-4-yl)-1-oxopentyl]amino]-1-oxohexyl]amino]-, [3aS-(3aα,4β,6aα)]- (ZCI)
  • 6-((6-((Biotinoyl)amino)hexanoyl)amino) hexanoic acid
  • Biotin-XX
  • XX-SSE
  • Biotin-C5-amino-C5-amino
  • MDL:MFCD06796002
  • InChIKey:SRKRKWYAHKIBEW-FIKGOQFSSA-N
  • Inchi:1S/C22H38N4O5S/c27-18(23-14-8-2-4-12-20(29)30)10-3-1-7-13-24-19(28)11-6-5-9-17-21-16(15-32-17)25-22(31)26-21/h16-17,21H,1-15H2,(H,23,27)(H,24,28)(H,29,30)(H2,25,26,31)/t16-,17-,21-/m0/s1
  • SMILES:C([C@@H]1SC[C@@H]2NC(N[C@H]12)=O)CCCC(=O)NCCCCCC(=O)NCCCCCC(=O)O
Chemical and Physical Properties

Computed Properties

  • Hydrogen Bond Donor Count: 5
  • Hydrogen Bond Acceptor Count: 9
  • Rotatable Bond Count: 19
  • Heavy Atom Count: 32

Experimental Properties

  • Melting Point: 185-195°C
  • Solubility: Insuluble (6.1E-3 g/L) (25 ºC),
  • Stability/Shelf Life: Moisture Sensitive
  • Density: 1.168±0.06 g/cm3 (20 ºC 760 Torr),
Synthetic Circuit

Synthetic Circuit 1

Reaction Conditions
1.1 Solvents: Methanol
1.2 Reagents: Sodium hydroxide Solvents: Water
1.3 Reagents: Hydrochloric acid Solvents: Water
Reference
Synthesis of biotinylated cyclosporin A and studies on its interaction with human cyclophilin A
Jiang, Hui; Ma, Jing-Bian; Zhu, Xiang-Ming; Hui, Yong-Zheng; Wu, Hou-Ming; et al, Huaxue Xuebao, 2001, 59(10), 1745-1750

Synthetic Circuit 2

Reaction Conditions
1.1 -
1.2 -
1.3 Reagents: Trifluoroacetic acid ,  Thioanisole ,  m-Cresol
Reference
Tubulin photoaffinity labeling with biotin-tagged derivatives of potent diketopiperazine antimicrotubule agents
Yamazaki, Yuri; Kohno, Kyoko; Yasui, Hiroyuki; Kiso, Yoshiaki; Akamatsu, Miki; et al, ChemBioChem, 2008, 9(18), 3074-3081

Synthetic Circuit 3

Reaction Conditions
1.1 Reagents: Diisopropylethylamine ,  O-(N-Succinimidyl)-N,N,N′,N′-tetramethyluronium tetrafluoroborate Solvents: Dimethylformamide ,  Water ;  20 min, rt
1.2 1 h, rt
1.3 Reagents: Hydrochloric acid Solvents: Ethanol ,  Water ;  acidified
Reference
Ferrocene-Biotin Conjugates Targeting Cancer Cells: Synthesis, Interaction with Avidin, Cytotoxic Properties and the Crystal Structure of the Complex of Avidin with a Biotin-Linker-Ferrocene Conjugate
Plazuk, Damian; Zakrzewski, Janusz; Salmain, Michele; Blauz, Andrzej; Rychlik, Blazej; et al, Organometallics, 2013, 32(20), 5774-5783
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