Abstract
The radiochemical syntheses of 5-[125I]iodo-3-(2(S)- azetidinylmethoxy)pyridine (5-[125I]-iodo-A-85380, [125I]1) and 5- [123I]-iodo-A-85380, [123I]1, were accomplished by radioiodination of 5-trimethylstannyl-3-((1-tert-butoxycarbonyl-2(S)- azetidinyl)methoxy)pyridine, 2, followed by acidic deprotection. Average radiochemical yields of [125I]1 and [123I]1 were 40-55%; and the average specific radioactivities were 1,700 and 7,000 mCi/μmol, respectively. Binding affinities of [125I] 1 and [123I] 1 in vitro (rat brain membranes) were each characterized by a K(d) value of 11 pM. Preliminary in vivo assay and ex vivo autoradiography of mouse brain indicated that [125I]1 selectively labels nicotinic acetylcholine receptors (nAChRs) with very high affinity and specificity. These studies suggest that [123I]1 may be useful as a radioligand for single photon emission computed tomography (SPECT) imaging of nAChRs.
| Original language | English (US) |
|---|---|
| Pages (from-to) | 175-182 |
| Number of pages | 8 |
| Journal | Nuclear Medicine and Biology |
| Volume | 26 |
| Issue number | 2 |
| DOIs | |
| State | Published - Feb 1999 |
| Externally published | Yes |
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Keywords
- I
- I
- A-85380
- Acetylcholine
- Nicotinic receptors
- Radioiodination
- Radiotracer
- Receptor binding
- SPECT
ASJC Scopus subject areas
- Cancer Research
- Molecular Medicine
- Radiology Nuclear Medicine and imaging
Cite this
Radiosynthesis and preliminary evaluation of 5-[(123/125)I]iodo-3- (2(S)-azetidinylmethoxy)pyridine : A radioligand for nicotinic acetylcholine receptors. / Horti, Andrew; Koren, Andrei O.; Lee, Kan Sam; Mukhin, Alexey G.; Vaupel, D. Bruce; Kimes, Alane S.; Stratton, Morgan; London, Edythe D.
In: Nuclear Medicine and Biology, Vol. 26, No. 2, 02.1999, p. 175-182.Research output: Contribution to journal › Article
}
TY - JOUR
T1 - Radiosynthesis and preliminary evaluation of 5-[(123/125)I]iodo-3- (2(S)-azetidinylmethoxy)pyridine
T2 - A radioligand for nicotinic acetylcholine receptors
AU - Horti, Andrew
AU - Koren, Andrei O.
AU - Lee, Kan Sam
AU - Mukhin, Alexey G.
AU - Vaupel, D. Bruce
AU - Kimes, Alane S.
AU - Stratton, Morgan
AU - London, Edythe D.
PY - 1999/2
Y1 - 1999/2
N2 - The radiochemical syntheses of 5-[125I]iodo-3-(2(S)- azetidinylmethoxy)pyridine (5-[125I]-iodo-A-85380, [125I]1) and 5- [123I]-iodo-A-85380, [123I]1, were accomplished by radioiodination of 5-trimethylstannyl-3-((1-tert-butoxycarbonyl-2(S)- azetidinyl)methoxy)pyridine, 2, followed by acidic deprotection. Average radiochemical yields of [125I]1 and [123I]1 were 40-55%; and the average specific radioactivities were 1,700 and 7,000 mCi/μmol, respectively. Binding affinities of [125I] 1 and [123I] 1 in vitro (rat brain membranes) were each characterized by a K(d) value of 11 pM. Preliminary in vivo assay and ex vivo autoradiography of mouse brain indicated that [125I]1 selectively labels nicotinic acetylcholine receptors (nAChRs) with very high affinity and specificity. These studies suggest that [123I]1 may be useful as a radioligand for single photon emission computed tomography (SPECT) imaging of nAChRs.
AB - The radiochemical syntheses of 5-[125I]iodo-3-(2(S)- azetidinylmethoxy)pyridine (5-[125I]-iodo-A-85380, [125I]1) and 5- [123I]-iodo-A-85380, [123I]1, were accomplished by radioiodination of 5-trimethylstannyl-3-((1-tert-butoxycarbonyl-2(S)- azetidinyl)methoxy)pyridine, 2, followed by acidic deprotection. Average radiochemical yields of [125I]1 and [123I]1 were 40-55%; and the average specific radioactivities were 1,700 and 7,000 mCi/μmol, respectively. Binding affinities of [125I] 1 and [123I] 1 in vitro (rat brain membranes) were each characterized by a K(d) value of 11 pM. Preliminary in vivo assay and ex vivo autoradiography of mouse brain indicated that [125I]1 selectively labels nicotinic acetylcholine receptors (nAChRs) with very high affinity and specificity. These studies suggest that [123I]1 may be useful as a radioligand for single photon emission computed tomography (SPECT) imaging of nAChRs.
KW - I
KW - I
KW - A-85380
KW - Acetylcholine
KW - Nicotinic receptors
KW - Radioiodination
KW - Radiotracer
KW - Receptor binding
KW - SPECT
UR - http://www.scopus.com/inward/record.url?scp=0033019825&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=0033019825&partnerID=8YFLogxK
U2 - 10.1016/S0969-8051(98)00086-9
DO - 10.1016/S0969-8051(98)00086-9
M3 - Article
C2 - 10100216
AN - SCOPUS:0033019825
VL - 26
SP - 175
EP - 182
JO - Nuclear Medicine and Biology
JF - Nuclear Medicine and Biology
SN - 0969-8051
IS - 2
ER -