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Sigma-Aldrich

1,4,7,10-Tetraazacyclododecane-1,4,7,10-tetraacetic acid

1,4,7,10-Tetraazacyclododecane-1,4,7,10-tetraacetic acid
1 of 1 reviewers received a sample product or took part in a promotion

≥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
Pricing and availability is not currently available.

Quality Level

100

Assay

≥97.0% (CHN)

form

powder

functional group

carboxylic acid

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.[1]
  • It has been used for radiolabeling of carbon nanotube bioconjugates by chelating 64Cu radioisotope.[2]
  • DOTA can be activated with N-hydroxysulfosuccinimidyl for conjugation with monoclonal antibodies in clinical radioimmunotherapy.[3]
  • It can form complexes with gadolinium for application as MRI contrast agents.[4]
  • Metal complexes of DOTA-peptide conjugates can be used as therapeutic radiopharmaceuticals.[5]

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

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Certificates of Analysis (COA)

Lot/Batch Number
BCCM0148
BCCJ4712
BCCD5753
BCBV9132
BCBP6598V

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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)
Javad Garousi et al.
Scientific reports, 7(1), 5961-5961 (2017-07-22)
Several anti-cancer therapies target the epidermal growth factor receptor (EGFR). Radionuclide imaging of EGFR expression in tumours may aid in selection of optimal cancer therapy. The
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Questions

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  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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