李小食心虫GfunOBP2的原核表达及气味配体结合特性

doi:10.3864/j.issn.0578-1752.2023.12.006

Abstract

Abstract:

【Objective】The objective of this study is to determine the binding affinities of the Plus-C odorant binding protein 2 of Grapholita funebrana (GfunOBP2) to sex pheromones and volatile compounds from apple trees, and to provide a basis for explaining the olfactory molecular mechanism of locating the host plants of G. funebrana.【Method】The ORF of GfunOBP2 was cloned by RT-PCR, and GfunOBP2 was identified as a Plus-C OBP subfamily protein through homology annotation and alignment of cysteine distribution patterns in amino acid sequences. The relative expression level of GfunOBP2 in the antenna, head, thorax, leg, wing, abdomen, and sex gland of the 3-day-old adults of G. funebrana was detected by RT-qPCR. The prokaryotic expression vector pET30a(+)/GfunOBP2 was constructed, and the recombinant GfunOBP2 protein was expressed in Escherichia coli BL21 (DE3) cells. The binding affinity of recombinant GfunOBP2 protein to five sex pheromones and 35 plant volatiles of apple trees was determined by using a fluorescence competitive binding assay. The interaction force and key amino acid residues of GfunOBP2 interacting with odorant ligands with strong binding affinities were predicted by molecular docking.【Result】The full-length ORF sequence of GfunOBP2 (GenBank number: OQ054799.1) was cloned, encoding 183 amino acids. It was found that GfunOBP2 has 12 conserved cysteines, and the distribution motif of cysteine residues indicated that GfunOBP2 belongs to the Plus-C OBP subfamily. GfunOBP2 was mainly expressed in the antennae of adults, and the relative expression level in male antennae was significantly higher than that in female antennae (P<0.05). Recombinant GfunOBP2 protein exhibited strong binding affinities to (E)-2-hexen-1-ol, benzyl alcohol, 1-heptanol, 1-decanol, hexanal, heptanal, cis-3-hexenyl acetate, cis-3-hexenyl 2-methylbutanoate, α-ocimene, β-caryophyllene, α-pinene and limonene, and the inhibition constant (K_i) for each ligand above was less than 5.0 μmol·L^-1. The molecular docking results showed that hydrogen bonds, donor-donor interactions, and alkyl interactions are the main weak interactions between GfunOBP2 and (E)-2-hexen-1-ol, 1-heptanol, and 1-decanol. The conventional hydrogen bonds and carbon hydrogen bonds are the main weak interactions between GfunOBP2 and cis-3-hexenyl acetate and cis-3-hexenyl 2-methylbutanoate. The alkyl interaction is the only weak force of GfunOBP2 interacting with α-ocimene and β-caryophyllene. Several hydrophobic amino acid residues, including Ile, Pro, Phe, Ala, Leu, and Val, play an important role in GfunOBP2’s binding to odorant ligands.【Conclusion】GfunOBP2 is mainly expressed in the antennae of adults of G. funebrana and the corresponding recombinant protein has strong binding affinities to 12 of the 35 volatile compounds of apple trees, and has moderate binding affinities to 10 compounds, indicating that GfunOBP2 plays an important role in the process of perceiving and recognizing the volatile compounds of host plants. This study provides a theoretical basis for confirming that Plus-C OBP was involved in the peripheral olfactory communication of G. funebrana.

Key words: Grapholita funebrana, chemoreception, odorant binding protein (OBP), host-plant volatile, molecular docking

NIAN HeFen, ZHANG YuXi, LI BoLiao, CHEN XiuLin, LUO Kun, LI GuangWei. Expression and Ligand Binding Characteristics of GfunOBP2 from Grapholita funebrana[J].Scientia Agricultura Sinica, 2023, 56(12): 2302-2316.

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Figures/Tables 9

Table 1

Fig. 1

Fig. 2

Fig. 3

Table 2

Binding affinities of recombinant GfunOBP2 protein to sex pheromone and apple-tree volatile compounds"

气味及来源 Odorant and source	CAS登录号 CAS number	纯度 Purity	IC₅₀ (μmol·L^-1)	K_i (μmol·L^-1)
性信息素Sex pheromone
顺-8-十二碳烯醇(Z)-8-Dodecenyl alcohol^a	112-53-8	>98.0% (AR)	6.02±0.06	5.01±0.05
乙酸-顺-8-十二碳烯酯(Z)-8-Dodecenyl acetate^a	28079-04-1	>98.0% (AR)	9.29±0.36	7.73±0.30
乙酸-反-8-十二碳烯酯(E)-8-Dodecenyl acetate^a	38363-29-0	>98.0% (AR)	8.58±0.12	7.14±0.10
乙酸-顺-8-十四碳烯酯(Z)-8-Tetradecenyl acetate^a	35835-80-4	>90.0% (AR)	6.21±0.03	5.17±0.03
乙酸-顺-10-十四碳烯酯(Z)-10-Tetradecenyl acetate^a	35153-16-3	>90.0% (AR)	12.73±0.13	10.59±0.11
植物挥发化合物Plant volatile
反-2-己烯-1-醇(E)-2-Hexen-1-ol^b,c,d	928-95-0	97.0% (AR)	4.67±0.04	3.89±0.04
顺-3-己烯-1-醇(Z)-3-Hexen-1-ol^b,c,d	928-96-1	98.0% (AR)	6.26±0.10	5.21±0.09
苯甲醇Benzyl alcohol^b	100-51-6	≥99.0% (AR)	5.15±0.08	4.28±0.07
1-庚醇1-Heptanol^d	111-70-6	≥99.9% (GC)	4.42±0.06	3.68±0.05
2-丁氧基乙醇2-Butoxyethanol^d	111-76-2	97.0% (GC)	-	-
1-辛烯-3-醇1-Octen-3-ol^c,d	3391-86-4	>98.0% (AR)	15.25±0.28	12.69±0.24
异辛醇2-Ethyl-1-hexanol^c,d	104-76-7	>99.0% (GC)	15.12±0.43	12.58±0.36
1-癸醇1-Decanol^b,c,d	112-30-1	98.0% (GC)	4.37±0.35	3.64±0.29
芳樟醇Linalool^b,c,d	78-70-6	>98.0% (GC)	-	-
反-2-己烯醛(E)-2-Hexenal^b,c,d	85761-70-2	98.0% (AR)	7.32±0.03	6.09±0.03
己醛Hexanal^c,d	66-25-1	>95.0% (AR)	5.26±0.16	4.38±0.14
庚醛Heptanal^c,d	111-71-7	≥98.0% (GC)	5.89±0.28	4.91±0.23
辛醛Octanal^d	124-13-0	99.0% (AR)	6.88±0.30	5.73±0.25
壬醛Nonanal^b,d	124-19-6	95.0% (AR)	7.31±0.06	6.08±0.05
癸醛Decanal^b,d	112-31-2	97.0% (AR)	9.12±0.14	7.59±0.12
十一醛Undecanal^b,c,d	112-44-7	97.0% (AR)	-	-
苯甲醛Benzaldehyde^b,c,d	100-52-7	≥99.5% (GC)	-	-
乙酸丁酯Butyl acetate^b,d	123-86-4	99.0% (AR)	8.17±0.37	6.80±0.32
2-甲基丁酸乙酯Ethyl 2-methylbutyrate^d	7452-79-1	98.0% (AR)	11.35±0.07	9.45±0.06
戊酸乙酯Ethyl valerate^d	539-82-2	≥99.8% (GC)	-	-
乙酸-顺-3-己烯酯Cis-3-Hexenyl acetate^b,c,d	3681-71-8	>97.0% (GC)	4.71±0.01	3.92±0.01
丁酸丁酯Butyl butyrate^d	109-21-7	>99.0% (GC)	14.03±0.18	11.68±0.15
2-甲基丁酸叶醇酯Cis-3-Hexenyl 2-methylbutanoate^b,d	53398-85-9	97.0% (GC)	4.81±0.03	4.00±0.03
己酸戊酯Pentyl hexanoate^d	540-07-8	>98.0% (GC)	14.41±0.71	11.99±0.59
月桂酸丁酯Butyl laurate^d	106-18-3	>99.9% (GC)	7.34±0.05	6.11±0.03
肉豆蔻酸丁酯Butyl myristate^b,c,d	110-36-1	>97.0% (GC)	-	-
棕榈酸异丙酯Isopropyl palmitate^b,c,d	142-91-6	97.0% (AR)	-	-
β-莰烯β-Camphene^b,c,d	79-92-5	95.0% (AR)	-	-
α-蒎烯α-Pinene^b,c,d	80-56-8	98.0% (AR)	5.15±0.06	4.29±0.05
α-罗勒烯α-Ocimene^b,c,d	502-99-8	≥90.0% (AR)	3.52±0.05	2.93±0.04
柠檬烯Limonene^b,c,d	138-86-3	95.0% (AR)	5.64±0.05	4.69±0.04
3-篦烯3-Carene^b,c,d	13466-78-9	90.0% (AR)	11.05±0.01	9.20±0.01
β-石竹烯β-Caryophyllene^b,c,d	87-44-5	>90.0% (GC)	3.43±0.02	2.86±0.01
6-甲基-5-庚烯-2-酮6-Methyl-5-hepten-2-one^b,c,d	110-93-0	98.0% (AR)	11.30±0.15	9.41±0.12
2-甲基-6-亚甲基-1,7-辛二烯-3-酮 2-Methyl-6-methylene-1,7-octadien-3-one^d	41702-60-7	>95.0% (AR)	-	-

Table 2

Fig. 4

Table 3

Fig. 5

Fig. 6

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引物名称 Primer name	序列 Primer sequence (5′-3′)	产物大小 Product size (bp)	引物用途 Use of primers
GfunOBP2-F	ATGTTCAGAGGCAGTGTATTGTTC	552	基因克隆 Gene cloning
GfunOBP2-R	TTAGTTAGCGAAAGGAGGTCTGCAC	552	基因克隆 Gene cloning
qGfunOBP2-F	ACGAAGAGTTCCAAGCAGCA	114	表达量检测 Expression level detection
qGfunOBP2-R	TAGAGCTGACGCAGAACACG	114
qGfunEF-1α-F	AGGAGATCGAGCAACAGGAA	244
qGfunEF-1α-R	CACGACTCTCGGGACTTCTC	244
qGfunβ-actin-F	CTTTCACCACCACCGCTG	156
qGfunβ-actin-R	CGCAAGATTCCATACCCA	156
GfunOBP2-eF	CGGGATCCCAATTTCCACCAAGTTTGCCT (BamH I)	507	原核表达 Prokaryotic expression
GfunOBP2-eR	CCAAGCTTGGATAAAAAAATTAGTTAGCGAA (Hind III)	507	原核表达 Prokaryotic expression

配体 Ligand	结构式 Structural formula	结合能Mean binding energy (kJ·mol^-1)
反-2-己烯-1-醇 (E)-2-Hexen-1-ol		-5.20
1-庚醇 1-Heptanol		-5.16
1-癸醇 1-Decanol		-5.66
乙酸-顺-3-己烯酯 Cis-3-Hexenyl acetate		-6.17
2-甲基丁酸叶醇酯 Cis-3-Hexenyl 2-methylbutanoate		-6.26
α-罗勒烯 α-Ocimene		-6.65
β-石竹烯 β-Caryophyllene		-6.78

Expression and Ligand Binding Characteristics of GfunOBP2 from Grapholita funebrana

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