Abstract
Starfish oocytes are arrested naturally in the late G2 phase of the first meiotic division. In response to the natural maturation-inducing hormone, 1-methyladenine (1-MA), oocytes undergo reinitiation of meiosis with germinal vesicle breakdown. We tested 10 newly synthesized N1-substituted adenines that are 1-MA analogues to analyze the interaction between 1-MA and its stereo-specific receptors on the oocyte plasma membranes of the starfish Asterina pectinifera. Among these analogues, 1-(β-naphthylmethyl)adenine, 1-aminoadenine and 1-(p-nitrobenzyl)adenine played agonistic roles in the induction of oocyte maturation. 1-(o-Nitrobenzyl)adenine, 1-(m-nitrobenzyl)adenine, 1-phenethyladenine and 1-(p-nitrophenethyl)adenine had antagonist effects on 1-MA-induced oocyte maturation. These agonists and antagonists behaved competitively in the binding of [3H]1-MA to receptors in oocyte cortices. In contrast, 1-(α-naphthylmethyl)adenine, 1-(2,4-dinitrobenzyl)adenine and 1-(p-methoxybenzyl)adenine had no effects on oocyte maturation. Our results suggest that regional-specific sterical structures at the N1-site of adenine are important in the interaction between 1-MA and its receptors in oocytes. In addition, a negative charge at the N1-site of adenine is required for binding with the receptors.
| Original language | English |
|---|---|
| Pages (from-to) | 427-434 |
| Number of pages | 8 |
| Journal | Comparative Biochemistry and Physiology - B Biochemistry and Molecular Biology |
| Volume | 130 |
| Issue number | 3 |
| DOIs | |
| Publication status | Published - Oct 10 2001 |
| Externally published | Yes |
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All Science Journal Classification (ASJC) codes
- Biochemistry
- Physiology
Cite this
Interaction of N1-substituted adenines with 1-methyladenine receptors of starfish oocytes in induction of maturation. / Mita, Masatoshi; Yoshikuni, Michiyasu; Nagahama, Yoshitaka; Maekawa, Minako; Saito, Miho; Saneyoshi, Mineo.
In: Comparative Biochemistry and Physiology - B Biochemistry and Molecular Biology, Vol. 130, No. 3, 10.10.2001, p. 427-434.Research output: Contribution to journal › Article
}
TY - JOUR
T1 - Interaction of N1-substituted adenines with 1-methyladenine receptors of starfish oocytes in induction of maturation
AU - Mita, Masatoshi
AU - Yoshikuni, Michiyasu
AU - Nagahama, Yoshitaka
AU - Maekawa, Minako
AU - Saito, Miho
AU - Saneyoshi, Mineo
PY - 2001/10/10
Y1 - 2001/10/10
N2 - Starfish oocytes are arrested naturally in the late G2 phase of the first meiotic division. In response to the natural maturation-inducing hormone, 1-methyladenine (1-MA), oocytes undergo reinitiation of meiosis with germinal vesicle breakdown. We tested 10 newly synthesized N1-substituted adenines that are 1-MA analogues to analyze the interaction between 1-MA and its stereo-specific receptors on the oocyte plasma membranes of the starfish Asterina pectinifera. Among these analogues, 1-(β-naphthylmethyl)adenine, 1-aminoadenine and 1-(p-nitrobenzyl)adenine played agonistic roles in the induction of oocyte maturation. 1-(o-Nitrobenzyl)adenine, 1-(m-nitrobenzyl)adenine, 1-phenethyladenine and 1-(p-nitrophenethyl)adenine had antagonist effects on 1-MA-induced oocyte maturation. These agonists and antagonists behaved competitively in the binding of [3H]1-MA to receptors in oocyte cortices. In contrast, 1-(α-naphthylmethyl)adenine, 1-(2,4-dinitrobenzyl)adenine and 1-(p-methoxybenzyl)adenine had no effects on oocyte maturation. Our results suggest that regional-specific sterical structures at the N1-site of adenine are important in the interaction between 1-MA and its receptors in oocytes. In addition, a negative charge at the N1-site of adenine is required for binding with the receptors.
AB - Starfish oocytes are arrested naturally in the late G2 phase of the first meiotic division. In response to the natural maturation-inducing hormone, 1-methyladenine (1-MA), oocytes undergo reinitiation of meiosis with germinal vesicle breakdown. We tested 10 newly synthesized N1-substituted adenines that are 1-MA analogues to analyze the interaction between 1-MA and its stereo-specific receptors on the oocyte plasma membranes of the starfish Asterina pectinifera. Among these analogues, 1-(β-naphthylmethyl)adenine, 1-aminoadenine and 1-(p-nitrobenzyl)adenine played agonistic roles in the induction of oocyte maturation. 1-(o-Nitrobenzyl)adenine, 1-(m-nitrobenzyl)adenine, 1-phenethyladenine and 1-(p-nitrophenethyl)adenine had antagonist effects on 1-MA-induced oocyte maturation. These agonists and antagonists behaved competitively in the binding of [3H]1-MA to receptors in oocyte cortices. In contrast, 1-(α-naphthylmethyl)adenine, 1-(2,4-dinitrobenzyl)adenine and 1-(p-methoxybenzyl)adenine had no effects on oocyte maturation. Our results suggest that regional-specific sterical structures at the N1-site of adenine are important in the interaction between 1-MA and its receptors in oocytes. In addition, a negative charge at the N1-site of adenine is required for binding with the receptors.
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UR - http://www.scopus.com/inward/citedby.url?scp=0034812295&partnerID=8YFLogxK
U2 - 10.1016/S1096-4959(01)00457-2
DO - 10.1016/S1096-4959(01)00457-2
M3 - Article
C2 - 11567906
AN - SCOPUS:0034812295
VL - 130
SP - 427
EP - 434
JO - Comparative biochemistry and physiology. B, Comparative biochemistry
JF - Comparative biochemistry and physiology. B, Comparative biochemistry
SN - 1096-4959
IS - 3
ER -