DOTAM

DOTAM
Names
	IUPAC name 2-[4,7,10-tris(2-amino-2-oxoethyl)-1,4,7,10-tetrazacyclododec-1-yl]acetamide
	Other names TCMC; 2,2′,2”,2”’-(1,4,7,10-tetraazacyclododecane-1,4,7,10-tetrayl)tetraacetamide; 1,4,7,10-tetraazacyclododecane-1,4,7,10-tetraacetic amide; 1,4,7,10-tetraaza-1,4,7,10-tetra(2-carbamoylmethyl)cyclododecane;
Identifiers
CAS Number	157599-02-5;
3D model (JSmol)	Interactive image;
ChemSpider	9735169;
PubChem CID	11560395;
CompTox Dashboard (EPA)	DTXSID90468610 ;
	InChI Key: FQIHLPGWBOBPSG-UHFFFAOYSA-N; InChI=1S/C16H32N8O4/c17-13(25)9-21-1-2-22(10-14(18)26)5-6-24(12-16(20)28)8-7-23(4-3-21)11-15(19)27/h1-12H2,(H2,17,25)(H2,18,26)(H2,19,27)(H2,20,28);
	SMILES NC(CN1CCN(CC(N)=O)CCN(CC(N)=O)CCN(CC(N)=O)CC1)=O;
Properties
Chemical formula	C16H32N8O4
Molar mass	400.484 g·mol−1
Appearance	White powder
Solubility in water	Soluble (hygroscopic)
Hazards
	GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H315, H319, H335
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

DOTAM (also known as TCMC) is an organic compound used as a chelator much like its carboxylic acid analog DOTA. A derivative with a reactive linking group of para-isothiocyanatobenzyl attached to the cyclen ring is also of interest as a bifunctional chelator (BFC).^[1]^[2]

References

^ Brennecke, Benjamin; Wang, Qinghua; Haap, Wolfgang; Grether, Uwe; Hu, Hai-Yu; Nazaré, Marc (2021-04-21). "DOTAM-Based, Targeted, Activatable Fluorescent Probes for the Highly Sensitive and Selective Detection of Cancer Cells". Bioconjugate Chemistry. 32 (4): 702–712. doi:10.1021/acs.bioconjchem.0c00699. ISSN 1043-1802. PMID 33691062. S2CID 232192471.
^ Stenberg, Vilde Yuli; Larsen, Roy Hartvig; Ma, Li-Wei; Peng, Qian; Juzenas, Petras; Bruland, Øyvind Sverre; Juzeniene, Asta (January 2021). "Evaluation of the PSMA-Binding Ligand 212Pb-NG001 in Multicellular Tumour Spheroid and Mouse Models of Prostate Cancer". International Journal of Molecular Sciences. 22 (9): 4815. doi:10.3390/ijms22094815. PMC 8124365. PMID 34062920.

[1] Brennecke, Benjamin; Wang, Qinghua; Haap, Wolfgang; Grether, Uwe; Hu, Hai-Yu; Nazaré, Marc (2021-04-21). "DOTAM-Based, Targeted, Activatable Fluorescent Probes for the Highly Sensitive and Selective Detection of Cancer Cells". Bioconjugate Chemistry. 32 (4): 702–712. doi:10.1021/acs.bioconjchem.0c00699. ISSN 1043-1802. PMID 33691062. S2CID 232192471.

[2] Stenberg, Vilde Yuli; Larsen, Roy Hartvig; Ma, Li-Wei; Peng, Qian; Juzenas, Petras; Bruland, Øyvind Sverre; Juzeniene, Asta (January 2021). "Evaluation of the PSMA-Binding Ligand 212Pb-NG001 in Multicellular Tumour Spheroid and Mouse Models of Prostate Cancer". International Journal of Molecular Sciences. 22 (9): 4815. doi:10.3390/ijms22094815. PMC 8124365. PMID 34062920.

[1]

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