ISSN 1607-6729, Doklady Biochemistry and Biophysics, 2015, Vol. 461, pp. 106–109. © Pleiades Publishing, Ltd., 2015.
Original Russian Text © I.E. Kasheverov, D.S. Kudryavtsev, I.A. Ivanov, M.N. Zhmak, A.O. Chugunov, V.M. Tabakmakher, E.A. Zelepuga, R.G. Efremov, V.I. Tsetlin, 2015,
published in Doklady Akademii Nauk, 2015, Vol. 461, No. 4, pp. 476–479.
106
α-Conotoxins, comparatively short peptides of the
venom of predatory marine mollusks of the genus
Conus, are effective blockers of nicotinic acetylcholine
receptors (nAChRs), which are actively used in studies
of various nAChR types [1]. A significant advantage of
conotoxins as compared to other known nAChR
blockers—the polypeptide α-neurotoxins of snake
venom—is an initially higher specificity with respect
to certain subtypes of nicotinic receptors and possibil-
ity to produce their various analogs by peptide synthe-
sis. Such analogs are actively synthesized aiming to
obtain highly specific ligands for each individual
nAChR subtype mainly via introducing or replacing
various amino acid residues in the structure of a
selected α-conotoxin. For example, just a single
mutation, [Ala10Leu], in α-conotoxin PnIA changes
its specificity from nAChR subtype α3β2 to α7 [2],
which is involved in pathogeneses of several diseases
(Alzheimer’s disease, Parkinson’s disease, schizo-
phrenia, etc.).
Thus, the possibility to rationally design selective
and potent α7 nAChR ligands is not only theoretically,
but also practically important problem with a potential
to become a breakthrough in molecular medicine.
Numerous α-conotoxin PnIA analogs have been pro-
duced to date, in particular, by Ala-scanning
mutagenesis [3] or by introduction of various charged
amino acid residues to different positions in the pep-
tide molecule to obtain an analog more efficient and
selective with respect to the α7 receptor subtype [4]. In
the last work, we selected mutations by a classical
computer modeling (docking of flexible ligand to rigid
receptor) using the known crystal structures of mus-
cle-type nAChR from the ray electric organ [5] and the
complexes of acetylcholine-binding proteins (AChBPs)
with several α-conotoxins [6, 7] or α-neurotoxin [8].
These water-soluble proteins, consisting of five identi-
cal subunits, are structural homologs of the ligand-
binding N-terminal domains in all nAChRs, being the
closest to the homooligomeric α7 subtype. This
approach has allowed us to produce several α-cono-
toxin PnIA analogs with a high affinity and selectivity
for the AChBPs from Lymnaea stagnalis or Aplysia cal-
ifornica as well as an increased affinity for the human
α7 nAChR. However, the best analog in the last case
exhibited an affinity of approximately several hun-
dreds of nanomoles per liter.
This work continues the previous study and is
aimed at designing a more efficient ligand for α7
nAChR using α-conotoxin PnIA. Here, we applied
the computational protein surface topography (PST)
technique, developed at the Shemyakin–Ovchinnikov
Institute of Bioorganic Chemistry, Russian Academy
of Sciences [9], and for the first time used it to select
the necessary mutations in conotoxins. The essence of
this technique is in approximate representation of the
structures of small peptides as a sphere and the physi-
cochemical properties (charges and hydrophobicity)
over their surface as projection maps, similar to the
map of the Earth surface, which gave the algorithm its
name. The group comparative analysis of bioactive
peptides with the help of such maps makes it possible
to detect the fine specific structure–function features
in a set of molecules close in their structures and prop-
erties as well as to find out their correlations with pep-
tide activities towards certain targets. Availability of
numerous earlier produced α-conotoxin PnIA ana-
logs with determined activities (together with the data
on the other structurally similar α-conotoxins) gave us
the hope that such a group analysis would be fruitful
and reveal the surface regions in molecules requiring
Rational Design of New Ligands for Nicotinic Receptors
on the Basis of α-Conotoxin PnIA
I. E. Kasheverov
a
, D. S. Kudryavtsev
a
, I. A. Ivanov
a
,
M. N. Zhmak
a
, A. O. Chugunov
a
, V. M. Tabakmakher
b
, E. A. Zelepuga
b
, R. G. Efremov
a, c
,
and Corresponding Member of the RAS V. I. Tsetlin
a
Received December 2, 2014
DOI: 10.1134/S1607672915020118
a
Shemyakin–Ovchinnikov Institute of Bioorganic Chemistry,
Russian Academy of Sciences, Moscow, 117997 Russia
e-mail: shak_ever@yahoo.com
b
Elyakov Pacific Institute of Bioorganic Chemistry,
Far East Branch, Russian Academy of Sciences, Vladivostok,
690022 Russia
c
Higher School of Economics, Moscow, 101000 Russia
BIOCHEMISTRY, BIOPHYSICS
AND MOLECULAR BIOLOGY