86734
1,4,7,10-Tetraazacyclododecane-1,4,7,10-tetraacetic acid
≥97.0% (CHN)
Synonym(s):
DOTA
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About This Item
Empirical Formula (Hill Notation):
C16H28N4O8 · xH2O
CAS Number:
Molecular Weight:
404.42 (anhydrous basis)
UNSPSC Code:
12352005
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
1186987
Assay:
≥97.0% (CHN)
Form:
powder
InChI
1S/C16H28N4O8/c21-13(22)9-17-1-2-18(10-14(23)24)5-6-20(12-16(27)28)8-7-19(4-3-17)11-15(25)26/h1-12H2,(H,21,22)(H,23,24)(H,25,26)(H,27,28)
SMILES string
OC(=O)CN1CCN(CCN(CCN(CC1)CC(O)=O)CC(O)=O)CC(O)=O
InChI key
WDLRUFUQRNWCPK-UHFFFAOYSA-N
assay
≥97.0% (CHN)
form
powder
functional group
carboxylic acid
Quality Level
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Application
1,4,7,10-Tetraazacyclododecane-1,4,7,10-tetraacetic acid (DOTA) is a macrocyclic complexing agent.
- It has been used for radiolabeling of carbon nanotube bioconjugates by chelating 64Cu radioisotope.
- DOTA can be activated with N-hydroxysulfosuccinimidyl for conjugation with monoclonal antibodies in clinical radioimmunotherapy.
- It can form complexes with gadolinium for application as MRI contrast agents.
- Metal complexes of DOTA-peptide conjugates can be used as therapeutic radiopharmaceuticals.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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The synthesis and chelation chemistry of DOTA- peptide conjugates.
De Leon-Rodriguez LM and Kovacs Z
Bioconjugate Chemistry, 19(2), 391-402 (2007)
An improved method for conjugating monoclonal antibodies with N-hydroxysulfosuccinimidyl DOTA.
Lewis MR, et al.
Bioconjugate Chemistry, 12(2), 320-324 (2001)
Preparation of carbon nanotube bioconjugates for biomedical applications.
Liu Z, et al.
Nature Protocols, 4(9), 1372-1372 (2009)
GdIII complexes with fast water exchange and high thermodynamic stability: potential building blocks for high-relaxivity MRI contrast agents.
Laus S, et al.
Chemistry?A European Journal , 9(15), 3555-3566 (2003)
Luca Garbuio et al.
The journal of physical chemistry. B, 117(11), 3145-3153 (2013-02-28)
We present the first example of chemoselective site-specific spin labeling of a monomeric protein with two spectroscopically orthogonal spin labels: a gadolinium(III) chelate complex and a nitroxide radical. A detailed analysis of the performance of two commercially available Gd(III) ligands
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