DOTA derivative - CAS 153777-70-9
Catalog number:
Not Intended for Therapeutic Use. For research use only.
Molecular Formula:
Molecular Weight:
DOTA derivative is a benxyl derivative of the cyclic tosamide; can be nitrated directly; is more convenient to incorporate the nitro group after deprotection lithium aluminum hydride.
Publictions citing BOC Sciences Products
  • >> More
DOTA derivative
1.New synthesis of phenyl-isothiocyanate C-functionalised cyclams. Bioconjugation and (64)Cu phenotypic PET imaging studies of multiple myeloma with the te2a derivative.
Halime Z1, Frindel M2, Camus N1, Orain PY1, Lacombe M3, Chérel M3, Gestin JF3, Faivre-Chauvet A3, Tripier R1. Org Biomol Chem. 2015 Dec 14;13(46):11302-14. doi: 10.1039/c5ob01618e.
Azamacrocyclic bifunctional chelating agents (BCAs) are essential for the development of radiopharmaceuticals in nuclear medicine and we wish to prove that their bioconjugation by a function present on a carbon atom of the macrocyclic skeleton is a solution of choice to maintain their in vivo inertness. Based on our very recent methodology using a bisaminal template and selective N-alkylation approach, a new synthesis of conjugable C-functionalised teta, te2a and cb-te2a has been developed. These chelators have indeed a growing interest in nuclear medicine for positron emission tomography (PET) and radioimmunotherapy (RIT) where they show in several cases better complexation properties than dota or dota-like macrocycles, especially with (64)Cu or (67)Cu radioisotopes. Chelators are bearing an isothiocyanate grafting function introduced by C-alkylation to avoid as much as possible a critical decrease of their chelating properties. The synthesis is very efficient and yields the targeted ligands, teta-Ph-NCS, te2a-Ph-NCS and cb-te2a-Ph-NCS without fastidious work-up and could be easily extended to other cyclam based-BCAs.
2.Ln(iii)-complexes of a DOTA analogue with an ethylenediamine pendant arm as pH-responsive PARACEST contrast agents.
Krchová T1, Gálisová A2, Jirák D3, Hermann P1, Kotek J1. Dalton Trans. 2016 Feb 16;45(8):3486-96. doi: 10.1039/c5dt04443j.
A novel macrocyclic DO3A derivative containing a linear diamine pendant arm, H3do3aNN, was prepared and its protonation and complexation properties were studied by means of potentiometry. It determined ligand consecutive protonation constants log KAn = 12.62, 10.28, 9.67, 8.30, 3.30 and 1.58 and stability constants of selected lanthanide (Eu(iii), Yb(iii)) complexes log KEuL = 23.16 and log KYbL = 22.76. The complexes could be protonated on the pendant amino group(s) with log K(HLM) ≈ 5.6 and log K(H2LM) ≈ 4.8. Solution structures of both complexes were studied by NMR spectroscopy. The study revealed that the complex species exist exclusively in the form of twisted-square-antiprismatic (TSA) isomers. The complexes show significant pH dependence of the Chemical Exchange Saturation Transfer (CEST) between their amino groups and the bulk water molecules in the pH range of 5-8. Thus, the pH dependence of the magnetization transfer ratio of CEST signals can be used for pH determination using magnetic resonance imaging techniques in a pH range relevant for in vivo conditions.
3.Cellular Uptake and Photo-Cytotoxicity of a Gadolinium(III)-DOTA-Naphthalimide Complex "Clicked" to a Lipidated Tat Peptide.
O'Malley WI1, Rubbiani R2, Aulsebrook ML3, Grace MR4, Spiccia L5, Tuck KL6, Gasser G7, Graham B8. Molecules. 2016 Feb 5;21(2). pii: E194. doi: 10.3390/molecules21020194.
A new bifunctional macrocyclic chelator featuring a conjugatable alkynyl-naphthalimide fluorophore pendant group has been prepared and its Gd(III) complex coupled to a cell-penetrating lipidated azido-Tat peptide derivative using Cu(I)-catalysed "click" chemistry. The resulting fluorescent conjugate is able to enter CAL-33 tongue squamous carcinoma cells, as revealed by confocal microscopy, producing a very modest anti-proliferative effect (IC50 = 93 µM). Due to the photo-reactivity of the naphthalimide moiety, however, the conjugate's cytotoxicity is significantly enhanced (IC50 = 16 µM) upon brief low-power UV-A irradiation.
4.Associating a negatively charged GdDOTA-derivative to the Pittsburgh compound B for targeting Aβ amyloid aggregates.
Martins AF1,2,3,4, Oliveira AC3, Morfin JF1, Laurents DV5, Tóth É1, Geraldes CF6,7. J Biol Inorg Chem. 2016 Mar;21(1):83-99. doi: 10.1007/s00775-015-1316-9. Epub 2015 Nov 27.
We have conjugated the tetraazacyclododecane-tetraacetate (DOTA) chelator to Pittsburgh compound B (PiB) forming negatively charged lanthanide complexes, Ln(L4), with targeting capabilities towards aggregated amyloid peptides. The amphiphilic Gd(L4) chelate undergoes micellar aggregation in aqueous solution, with a critical micellar concentration of 0.68 mM, lower than those for the neutral complexes of similar structure. A variable temperature (17)O NMR and NMRD study allowed the assessment of the water exchange rate, k ex (298)  = 9.7 × 10(6) s(-1), about the double of GdDOTA, and for the description of the rotational dynamics for both the monomeric and the micellar forms of Gd(L4). With respect to the analogous neutral complexes, the negative charge induces a significant rigidity of the micelles formed, which is reflected by slower and more restricted local motion of the Gd(3+) centers as evidenced by higher relaxivities at 20-60 MHz.
Molecular Weight Calculator Molarity Calculator Solution Dilution Calculator

Related Products

CAS 4205-90-7 Clonidine

(CAS: 4205-90-7)

Clonidine is an α2-Adrenergic agonist for neuropathic pain.

CAS 630-56-8 17α-Hydroxyprogesterone Caproate

17α-Hydroxyprogesterone Caproate
(CAS: 630-56-8)

17α-Hydroxyprogesterone Caproate , a synthetic steroidal progestin, is an ester derivative of 17α-hydroxyprogesterone formed from caproic acid used in the treat...

CAS 55981-09-4 Nitazoxanide

(CAS: 55981-09-4)

Nitazoxanide is a synthetic nitrothiazolyl-salicylamide derivative and an antiprotozoal agent. (IC50 for canine influenza virus ranges from 0.17 to 0.21 μM)

CAS 305-03-3 Chloroambucil

(CAS: 305-03-3)

Chlorambucil (marketed as Leukeran by GlaxoSmithKline) is a chemotherapy drug that has been mainly used in the treatment of chronic lymphocytic leukemia. It is ...

(CAS: 863971-53-3)

Fmoc-Val-Cit-PAB-PNP is a peptide prodrug linker. It is a linker for antibody-drug-conjugation (ADC).

CAS 65-19-0 Yohimbine HCl

Yohimbine HCl
(CAS: 65-19-0)

Yohimbine, an indole alkaloid derived from the bark of the Pausinystalia yohimbe tree in Central Africa, has been used as a mydriatic and in the treatment of im...

CAS 89-25-8 Edaravone

(CAS: 89-25-8)

Edaravone is a novel potent free radical scavenger that reduces reactive oxygen species, inhibites apoptosis, and blocks nonenzymatic peroxidation and lipoxygen...

CAS 154589-96-5 Stauprimide

(CAS: 154589-96-5)

Stauprimide is an enhancer stem cell differentiation into endoderm. In vitro differentiation of embryonic stem cells is of great interest to regenerative medici...

CAS 769856-81-7 TPT-260

(CAS: 769856-81-7)

TPT-260 is a thiophene thiourea derivative with molecule weight 260.00 in free base form.

(CAS: 463976-07-0)

CP-744809 is a highly selective orally available small molecule inhibitor of aldose reductase.

CAS 66108-95-0 Iohexol

(CAS: 66108-95-0)

Iohexol is a low-osmolality contrast agent, sold under the trade name Omnipaque. Omnipaque 350 is commonly used as a contrast agent during coronary angiography.

CAS 117-39-5 Quercetin

(CAS: 117-39-5)

Quercetin, a natural flavonoid present in vegetables, fruit and wine, is a stimulator of recombinant SIRT1 and also a PI3K inhibitor with IC50 of 2.4-5.4 μM. Ph...

CAS 1203956-47-1 11β-HSD1-IN-1

(CAS: 1203956-47-1)

11β-HSD1-IN-1 is an inhibitor of 11β-hydroxydehydrogenase 1 (11β-HSD1) (IC50= 52 nM).

CAS 183293-82-5 Gemcabene

(CAS: 183293-82-5)

Gemcabene is an orally available lipid-lowering small molecule designed to target known lipid metabolic pathways, as an adjunctive therapy to reduce LDL-C, hsCR...

CAS 1709-70-2 Antioxidant 330

Antioxidant 330
(CAS: 1709-70-2)

Antioxidant 330 is an antioxidant that could be used in sorts of areas or materials as an stablizer.

(CAS: 1375751-08-8)

BMS-955829 shows excellent Metabotropic glutamate receptor 5 (mGluR5) binding affinity, low glutamate fold shift, and high selectivity for the mGluR5 subtype. B...

CAS 83480-29-9 Voglibose

(CAS: 83480-29-9)

Voglibose is an N-substituted derivative of valiolamine, excellent inhibitory activity against α-glucosidases and its action against hyperglycemia and various d...

CAS 461-89-2 6-Azauracil

(CAS: 461-89-2)

6-Azauracil inhibits enzymes in nucleoside synthesis and depletes the intracellular GTP/UTP pool. It is being used to identify mutations in transcriptional elon...

(CAS: 333389-24-5)

BMS-419437 is a synthetic organic bio-active chemical.

CAS 530141-72-1 T-5224

(CAS: 530141-72-1)

T-5224 is a selective inhibitor of c-Fos/activator protein-1. T-5224 ameliorates liver injury and improves survival through decreasing production of proinflamma...

Chemical Structure

CAS 153777-70-9 DOTA derivative

Quick Inquiry

Verification code

Featured Items