Home > Compound List > Compound details
72040-63-2 molecular structure
click picture or here to close

2,5-dioxopyrrolidin-1-yl 6-{5-[(3aS,4S,6aR)-2-oxo-hexahydro-1H-thieno[3,4-d]imidazolidin-4-yl]pentanamido}hexanoate

ChemBase ID: 133354
Molecular Formular: C20H30N4O6S
Molecular Mass: 454.5404
Monoisotopic Mass: 454.1886057
SMILES and InChIs

SMILES:
C1CC(=O)N(C1=O)OC(=O)CCCCCNC(=O)CCCC[C@H]1[C@@H]2[C@H](CS1)NC(=O)N2
Canonical SMILES:
O=C(CCCC[C@@H]1SC[C@H]2[C@@H]1NC(=O)N2)NCCCCCC(=O)ON1C(=O)CCC1=O
InChI:
InChI=1S/C20H30N4O6S/c25-15(7-4-3-6-14-19-13(12-31-14)22-20(29)23-19)21-11-5-1-2-8-18(28)30-24-16(26)9-10-17(24)27/h13-14,19H,1-12H2,(H,21,25)(H2,22,23,29)/t13-,14-,19-/m0/s1
InChIKey:
UVGHPGOONBRLCX-NJSLBKSFSA-N

Cite this record

CBID:133354 http://www.chembase.cn/molecule-133354.html

Collapse All Expand All

NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
2,5-dioxopyrrolidin-1-yl 6-{5-[(3aS,4S,6aR)-2-oxo-hexahydro-1H-thieno[3,4-d]imidazolidin-4-yl]pentanamido}hexanoate
IUPAC Traditional name
2,5-dioxopyrrolidin-1-yl 6-{5-[(3aS,4S,6aR)-2-oxo-hexahydrothieno[3,4-d]imidazolidin-4-yl]pentanamido}hexanoate
Synonyms
(+)-Biotinamidocaproate N-hydroxysuccinimidyl ester
N-(+)-Biotinyl-6-aminocaproic acid N-succinimidyl ester
N-(+)-Biotinyl-6-aminohexanoic acid NHS ester
N-Succinimidyl N-biotinyl-6-aminocaproate
Succinimidyl 6-(biotinamido)hexanoate
Biotinamidohexanoic acid N-hydroxysuccinimide ester
NHS-LC-BIOTIN
Succinimidyl-6-(biotinamido) Hexanoate
CAS Number
72040-63-2
MDL Number
MFCD00065502
Beilstein Number
3577403
PubChem SID
162227631
24891665
PubChem CID
83874

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID
PubChem 83874 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 13.488997  H Acceptors
H Donor LogD (pH = 5.5) -0.0014645612 
LogD (pH = 7.4) -0.0014632656  Log P -0.0014629316 
Molar Refractivity 112.0646 cm3 Polarizability 44.219826 Å3
Polar Surface Area 133.91 Å2 Rotatable Bonds 13 
Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Solubility
DMF expand Show data source
DMF: soluble50 mg/mL (Stable up to 2 months in dry DMF.) expand Show data source
DMF: soluble50 mg/mL, clear, faintly yellow expand Show data source
DMSO expand Show data source
H2O: ≤2 mg/mL (with sonication) expand Show data source
Methanol expand Show data source
Apperance
powder expand Show data source
White Solid expand Show data source
Melting Point
150-159°C expand Show data source
169-171 °C expand Show data source
Storage Condition
Hygroscopic, -20°C Freezer, Under Inert Atmosphere expand Show data source
Storage Warning
Moisture Sensitive expand Show data source
MSDS Link
Download expand Show data source
Download expand Show data source
German water hazard class
3 expand Show data source
Personal Protective Equipment
Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter expand Show data source
Storage Temperature
-20°C expand Show data source
Purity
≥97.0% (TLC) expand Show data source
≥98% (TLC) expand Show data source
Certificate of Analysis
Download expand Show data source
Empirical Formula (Hill Notation)
C20H30N4O6S expand Show data source

DETAILS

DETAILS

Sigma Aldrich Sigma Aldrich TRC TRC
Sigma Aldrich - B2643 external link
Application
Biotinylation reagent incorporating an aminocaproyl spacer. This can reduce the steric hindrance in binding avidin to some biotinylated compounds. Typically coupled to primary amine in the pH range 6.5-8.5.
Sigma Aldrich - 14412 external link
Other Notes
Preparation of biotinyl-6-aminocaproyl calmodulin which forms stable complexes with avidin-enzyme conjugates1
Toronto Research Chemicals - S690250 external link
A biotinylation reagent incorporating an aminocaproyl “spacer”. This can reduce the steric hindrance in binding avidin to some biotinylated compounds when used to biotinylate both the antibody and the carrier in the Protein Avidin-Biotin Capture System.

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • • Hofmann, K., et al.: Biochemistry, 21, 978 (1982)
  • • Leary, J.J., et al.: PNAS USA, 80, 4045, (1982)
  • • Suter, M., et al.: Immunology Letters, 13, 313 (1982)
  • • Gretch, D.R., et al.: Anal. Biochem., 163, 270 (1982)
  • • Burgess, T.L., et al.: J. Biol. Chem., 269 (3
  • Searching...Please wait...

PATENTS

PATENTS

PubChem iconPubChem Patent Google Patent Search IconGoogle Patent

INTERNET

INTERNET

Baidu iconBaidu google iconGoogle