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Basic Information
CAS No.: 72040-63-2
Name: Succinimidyl 6-(biotinamido)hexanoate
Molecular Structure:
Molecular Structure of 72040-63-2 (Succinimidyl 6-(biotinamido)hexanoate)
Formula: C20H30N4O6S
Molecular Weight: 454.547
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;
Density: 1.35 g/cm3
Melting Point: 169-171 °C
Solubility: H2O: ≤2 mg/mL with sonication
Appearance: White solid
Safety: 24/25
PSA: 159.21000
LogP: 1.98240
Related products
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
In dimethyl sulfoxide at 20℃;
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Chemistry

IUPAC Name: (2,5-Dioxopyrrolidin-1-yl)6-[5-[(3aR,6S,6aS)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-6-yl]pentanoylamino]hexanoate 
Molecular Formula: C20H30N4O6S
Molecular Weight: 454.54
Density: 1.35 g/cm3 
Melting Point: 169-171 ºC 
Freely Rotating Bonds: 13
Polar Surface Area: 132.84 Å2
Index of Refraction: 1.591
Molar Refractivity: 113.63 cm3
Molar Volume: 336.2 cm3
Polarizability: 45.04× 10-24 cm3
Surface Tension: 62.7 dyne/cm
The Cas Register Number  of Biotin-x-nhs is 72040-63-2.The chemical synonyms of Biotin-x-nhs (CAS NO.72040-63-2) are 6-[5-(2-Oxo-hexahydro-thieno[3,4-d]imidazol-4-yl)-pentanoylamino]-hexanoic acid 3-hydroperoxysulfonyl-2,5-dioxo-pyrrolidin-1-yl ester sodium salt ; 6-((Biotinoyl)amino)hexanoic acid, succinimidyl ester ; 6-[(+)-Biotinyl]aminocaproic acid n-hydroxysuccinimde ester ; d-Biotin-amidocaproate-n-hydroxysuccinimide ester ; d-Biotinoyl-epsilon-aminocaproic acid-n-hydroxysuccinimide ester ; d-Biotinyl-epsilon-aminocaproic acid-n-hydroxy-succinimide ester ; Biotinyl-epsilon-aminocaproic acid-n-hydroxysuccinimide ester ; Biotin-x-nhs .Product categories of Biotin-x-nhs (CAS NO.72040-63-2) are API intermediates ; Biotin Derivatives ; Cross Linking Reagents ; Labeling and Diagnostics Reagents ; Sulfur and Selenium Compounds .The molecular structure of Biotin-x-nhs (CAS NO.72040-63-2) is.

Uses

It has been used to biotinylate both the antibody and the carrier in the Protein Avidin-Biotin solid surface.

Safety Profile

WGK Germany: 3
F: 10-21 
F 10: Keep under argon.
F 21: Sensitive to humidity.