• Name

  Succinimidyl 6-(biotinamido)hexanoate

• EINECS
• CAS No. 72040-63-2
• Article Data2
• CAS DataBase
• Density 1.35 g/cm³
• Solubility H₂O: ≤2 mg/mL with sonication
• Melting Point 169-171 °C
• Formula C₂₀H₃₀N₄O₆S
• Boiling Point
• Molecular Weight 454.547
• Flash Point
• Transport Information
• Appearance White solid
• Safety 24/25
• Risk Codes
• Molecular Structure
• Hazard Symbols
• Synonyms 1H-Thieno[3,4-d]imidazole-4-pentanamide,N-[6-[(2,5-dioxo-1-pyrrolidinyl)oxy]-6-oxohexyl]hexahydro-2-oxo-, (3aS,4S,6aR)-(9CI);1H-Thieno[3,4-d]imidazole-4-pentanamide,N-[6-[(2,5-dioxo-1-pyrrolidinyl)oxy]-6-oxohexyl]hexahydro-2-oxo-, [3aS-(3aa,4b,6aa)]-;5-(N-Succinimidyloxycarbonyl)pentyl d-biotinamide;6-[(Biotinyl)amino]hexanoic acid N-hydroxysuccinimide ester;B 1582;Biotin-LC-NHS;Biotin-X, SE;D-(+)-Biotinyl-e-aminocaproic acid N-hydroxysuccimide ester;EZ-LinkNHS-LC-Biotin;N-Hydroxysuccinimidyl 6-(biotinamido)hexanoate;N-Hydroxysuccinimidyl biotinamidocaproate;N-[5-(Succinimidyloxycarbonyl)pentyl]biotin amide;NHS-LC-biotin;Succinimidyl-6-(biotinamido) hexanoate;
• PSA 159.21000
• LogP 1.98240

Synthetic route

6066-82-6

1-hydroxy-pyrrolidine-2,5-dione

72040-64-3

6-[5-(2-oxo-hexahydro-thieno[3,4-d]imidazol-4-yl)-pentanoylamino]-hexanoic acid

72040-63-2

6-[5-(2-oxo-hexahydro-thieno[3,4-d]imidazol-4-yl)-pentanoylamino]-hexanoic acid 2,5-dioxo-pyrrolidin-1-yl ester

Conditions

Conditions	Yield
Stage #1: 6-[5-(2-oxo-hexahydro-thieno[3,4-d]imidazol-4-yl)-pentanoylamino]-hexanoic acid With pyridine; dicyclohexyl-carbodiimide In N,N-dimethyl-formamide at 20℃; for 0.0833333h; Stage #2: 1-hydroxy-pyrrolidine-2,5-dione In N,N-dimethyl-formamide for 18h;	56.8%

4443-68-9, 5652-41-5, 57378-70-8

biotin

72040-63-2

6-[5-(2-oxo-hexahydro-thieno[3,4-d]imidazol-4-yl)-pentanoylamino]-hexanoic acid 2,5-dioxo-pyrrolidin-1-yl ester

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: pyridine; dicyclohexyl-carbodiimide / N,N-dimethyl-formamide / 0.08 h / 20 °C 1.2: 24 h / 20 °C 2.1: N,N-dimethyl-formamide / 4 h / 20 °C / pH 8 / sodium bicarbonate buffer 3.1: pyridine; dicyclohexyl-carbodiimide / N,N-dimethyl-formamide / 0.08 h / 20 °C 3.2: 18 h View Scheme

85718-04-3

biotin N-hydroxysuccinimide ester

72040-63-2

6-[5-(2-oxo-hexahydro-thieno[3,4-d]imidazol-4-yl)-pentanoylamino]-hexanoic acid 2,5-dioxo-pyrrolidin-1-yl ester

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: N,N-dimethyl-formamide / 4 h / 20 °C / pH 8 / sodium bicarbonate buffer 2.1: pyridine; dicyclohexyl-carbodiimide / N,N-dimethyl-formamide / 0.08 h / 20 °C 2.2: 18 h View Scheme

60-32-2

6-aminohexanoic acid

72040-63-2

6-[5-(2-oxo-hexahydro-thieno[3,4-d]imidazol-4-yl)-pentanoylamino]-hexanoic acid 2,5-dioxo-pyrrolidin-1-yl ester

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: N,N-dimethyl-formamide / 4 h / 20 °C / pH 8 / sodium bicarbonate buffer 2.1: pyridine; dicyclohexyl-carbodiimide / N,N-dimethyl-formamide / 0.08 h / 20 °C 2.2: 18 h View Scheme

51857-17-1

tert-butyl N-(6-aminohexyl)carbamate

72040-63-2

6-[5-(2-oxo-hexahydro-thieno[3,4-d]imidazol-4-yl)-pentanoylamino]-hexanoic acid 2,5-dioxo-pyrrolidin-1-yl ester

(6-{6-[5-(2-oxo-hexahydro-thieno[3,4-d]imidazol-4-yl)-pentanoylamino]-hexanoylamino}-hexyl)-carbamic acid tert-butyl ester

Conditions

Conditions	Yield
With triethylamine In N,N-dimethyl-formamide at 20℃;	93.8%

1333155-97-7

9-(3-aminopropyl)-8-((6-iodobenzo[d][1,3]dioxol-5-yl)thio)-9H-purin-6-amine

72040-63-2

6-[5-(2-oxo-hexahydro-thieno[3,4-d]imidazol-4-yl)-pentanoylamino]-hexanoic acid 2,5-dioxo-pyrrolidin-1-yl ester

1418215-40-3

C31H40IN9O5S2

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 1h;	72%

8-(6-iodo-benzo[1,3]dioxol-5-ylsulfanyl)-9-(3-isopropylamino-propyl)adenine

72040-63-2

6-[5-(2-oxo-hexahydro-thieno[3,4-d]imidazol-4-yl)-pentanoylamino]-hexanoic acid 2,5-dioxo-pyrrolidin-1-yl ester

1418215-42-5

C34H46IN9O5S2

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 35℃; for 6h;	41%

N-(4-azido-2-nitrobenzoyl)-1,7-diaminoheptane

72040-63-2

6-[5-(2-oxo-hexahydro-thieno[3,4-d]imidazol-4-yl)-pentanoylamino]-hexanoic acid 2,5-dioxo-pyrrolidin-1-yl ester

4-Azido-2-nitro-N-(7-{6-[5-(2-oxo-hexahydro-thieno[3,4-d]imidazol-6-yl)-pentanoylamino]-hexanoylamino}-heptyl)-benzamide

Conditions

Conditions	Yield
In N,N-dimethyl-formamide

72040-63-2

6-[5-(2-oxo-hexahydro-thieno[3,4-d]imidazol-4-yl)-pentanoylamino]-hexanoic acid 2,5-dioxo-pyrrolidin-1-yl ester

5-(3-aminopropen-1-yl)-5'-O-(β,γ-diphosphoryl-α-phosphonomethyl)-2'-deoxyuridine

5-[3-(N-biotinyl-6-aminohexanoylamino)propen-1-yl]-5'-O-(β,γ-diphosphoryl-α-phosphonomethyl)-2'-deoxyuridine

Conditions

Conditions	Yield
With 1-methyl-1H-imidazole; triethylamine In N,N-dimethyl-formamide

34284-75-8

4-(2-aminoethyl)benzenesulfonyl fluoride

72040-63-2

6-[5-(2-oxo-hexahydro-thieno[3,4-d]imidazol-4-yl)-pentanoylamino]-hexanoic acid 2,5-dioxo-pyrrolidin-1-yl ester

4-(2-{6-[5-(2-oxo-hexahydro-thieno[3,4-d]imidazol-6-yl)-pentanoylamino]-hexanoylamino}-ethyl)-benzenesulfonyl fluoride

Conditions

Conditions	Yield
In dimethyl sulfoxide at 20℃;

Succinimidyl 6-(biotinamido)hexanoate Chemical Properties

Succinimidyl 6-(biotinamido)hexanoate Uses

Succinimidyl 6-(biotinamido)hexanoate Safety Profile