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86734

Sigma-Aldrich

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:
60239-18-1
Molecular Weight:
404.42 (anhydrous basis)
Beilstein:
1186987
MDL number:
MFCD00068657
UNSPSC Code:
12352005
PubChem Substance ID:
57653192
NACRES:
NA.22

Quality Level

100

Assay

≥97.0% (CHN)

form

powder

SMILES string

OC(=O)CN1CCN(CCN(CCN(CC1)CC(O)=O)CC(O)=O)CC(O)=O

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)

InChI key

WDLRUFUQRNWCPK-UHFFFAOYSA-N

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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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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An improved method for conjugating monoclonal antibodies with N-hydroxysulfosuccinimidyl DOTA.
Lewis MR, et al.
Bioconjugate Chemistry, 12(2), 320-324 (2001)
The synthesis and chelation chemistry of DOTA- peptide conjugates.
De Leon-Rodriguez LM and Kovacs Z
Bioconjugate Chemistry, 19(2), 391-402 (2007)
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)
Preparation of carbon nanotube bioconjugates for biomedical applications.
Liu Z, et al.
Nature Protocols, 4(9), 1372-1372 (2009)
In vivo biodistribution and highly efficient tumour targeting of carbon nanotubes in mice.
Liu Z, et al.
Nature Nanotechnology, 2(1), 47-47 (2007)
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