ボンベシン

ボンベシン
	別称 Pyr-Gln-Arg-Leu-Gly-Asn-Gln-Trp-Ala-Val-Gly-His-Leu-Met-NH2
識別情報
CAS登録番号	31362-50-2
PubChem	16133891
ChemSpider	26286924
ChEMBL	CHEMBL437027
IUPHAR/BPS	616
	SMILES C[C@@H](C(=O)N[C@@H](C(C)C)C(=O)NCC(=O)N[C@@H](Cc1cnc[nH]1)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCSC)C(=O)N)NC(=O)[C@H](Cc2cc3ccccc3[nH]2)NC(=O)[C@H](CCC(=O)N)NC(=O)[C@H](CC(=O)N)NC(=O)CNC(=O)[C@H](CC(C)C)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](CCC(=O)N)NC(=O)[C@@H]4CCC(=O)N4;
	InChI InChI=1S/C71H110N24O18S/c1-34(2)24-47(92-62(105)43(14-11-22-79-71(76)77)89-64(107)45(15-18-52(72)96)90-63(106)44-17-20-55(99)85-44)61(104)80-31-56(100)87-51(29-54(74)98)69(112)91-46(16-19-53(73)97)65(108)94-50(27-39-26-38-12-9-10-13-41(38)84-39)66(109)83-37(7)60(103)95-58(36(5)6)70(113)81-32-57(101)86-49(28-40-30-78-33-82-40)68(111)93-48(25-35(3)4)67(110)88-42(59(75)102)21-23-114-8/h9-10,12-13,26,30,33-37,42-51,58,84H,11,14-25,27-29,31-32H2,1-8H3,(H2,72,96)(H2,73,97)(H2,74,98)(H2,75,102)(H,78,82)(H,80,104)(H,81,113)(H,83,109)(H,85,99)(H,86,101)(H,87,100)(H,88,110)(H,89,107)(H,90,106)(H,91,112)(H,92,105)(H,93,111)(H,94,108)(H,95,103)(H4,76,77,79)/t37-,42-,43-,44-,45-,46-,47-,48-,49-,50-,51-,58-/m0/s1 Key: DNDCVAGJPBKION-DOPDSADYSA-N ; InChI=1/C71H110N24O18S/c1-34(2)24-47(92-62(105)43(14-11-22-79-71(76)77)89-64(107)45(15-18-52(72)96)90-63(106)44-17-20-55(99)85-44)61(104)80-31-56(100)87-51(29-54(74)98)69(112)91-46(16-19-53(73)97)65(108)94-50(27-39-26-38-12-9-10-13-41(38)84-39)66(109)83-37(7)60(103)95-58(36(5)6)70(113)81-32-57(101)86-49(28-40-30-78-33-82-40)68(111)93-48(25-35(3)4)67(110)88-42(59(75)102)21-23-114-8/h9-10,12-13,26,30,33-37,42-51,58,84H,11,14-25,27-29,31-32H2,1-8H3,(H2,72,96)(H2,73,97)(H2,74,98)(H2,75,102)(H,78,82)(H,80,104)(H,81,113)(H,83,109)(H,85,99)(H,86,101)(H,87,100)(H,88,110)(H,89,107)(H,90,106)(H,91,112)(H,92,105)(H,93,111)(H,94,108)(H,95,103)(H4,76,77,79)/t37-,42-,43-,44-,45-,46-,47-,48-,49-,50-,51-,58-/m0/s1 Key: DNDCVAGJPBKION-DOPDSADYBW;
特性
化学式	C71H110N24O18S
モル質量	1619.85
	特記なき場合、データは常温 (25 °C)・常圧 (100 kPa) におけるものである。

ボンベシン(Bombesin)は、ヨーロッパスズガエル(Bombina bombina)の皮膚から単離された^[1]、14個のアミノ酸から構成されるペプチドである^[2]。哺乳類では、ニューロメジンBとガストリン放出ペプチドという2つのホモログがある。G細胞からのガストリンの放出を促進する。BBR1、BBR2、BBR3として知られる3種類のGタンパク質結合受容体を活性化する^[3]。また、脳内でもこれらの受容体を活性化する。コレシストキニンとともに、食行動を停止するシグナルに負のフィードバックを与える2番目に重要な物質である^[4]。

肺がん、胃がん、神経芽細胞腫の小さな腫瘍のマーカーにもなる^[5]。

出典

^ "Isolation and Structure of Bombesin and Alytesin, two Analogous Active Peptides from the Skin of the European Amphibians Bombina and Alytes" by A. ANASTASI, V. ERSPAMER and M. BuccI http://download.springer.com/static/pdf/258/art%253A10.1007%252FBF02145873.pdf?auth66=1384653010_1b792225201410812f5c123e46ce10a5&ext=.pdf^{[リンク切れ]}
^ Gonzalez N, Moody TW, Igarashi H, Ito T, Jensen RT (February 2008). “Bombesin-related peptides and their receptors: recent advances in their role in physiology and disease states”. Current Opinion in Endocrinology, Diabetes and Obesity 15 (1): 58-64. doi:10.1097/MED.0b013e3282f3709b. PMC 2631407. PMID 18185064.
^ Weber HC (February 2009). “Regulation and signaling of human bombesin receptors and their biological effects”. Current Opinion in Endocrinology, Diabetes and Obesity 16 (1): 66-71. doi:10.1097/med.0b013e32831cf5aa. PMID 19115523.
^ Yamada K, Wada E, Wada K (November 2000). “Bombesin-like peptides: studies on food intake and social behaviour with receptor knock-out mice”. Annals of Medicine 32 (8): 519-29. doi:10.3109/07853890008998831. PMID 11127929.
^ Ohlsson B, Fredang N, Axelson J (December 1999). “The effect of bombesin, cholecystokinin, gastrin, and their antagonists on proliferation of pancreatic cancer cell lines”. Scandinavian Journal of Gastroenterology 34 (12): 1224-9. PMID 10636070.

[1] "Isolation and Structure of Bombesin and Alytesin, two Analogous Active Peptides from the Skin of the European Amphibians Bombina and Alytes" by A. ANASTASI, V. ERSPAMER and M. BuccI http://download.springer.com/static/pdf/258/art%253A10.1007%252FBF02145873.pdf?auth66=1384653010_1b792225201410812f5c123e46ce10a5&ext=.pdf^{[リンク切れ]}

[pmid18185064-2] Gonzalez N, Moody TW, Igarashi H, Ito T, Jensen RT (February 2008). “Bombesin-related peptides and their receptors: recent advances in their role in physiology and disease states”. Current Opinion in Endocrinology, Diabetes and Obesity 15 (1): 58-64. doi:10.1097/MED.0b013e3282f3709b. PMC 2631407. PMID 18185064.

[pmid19115523-3] Weber HC (February 2009). “Regulation and signaling of human bombesin receptors and their biological effects”. Current Opinion in Endocrinology, Diabetes and Obesity 16 (1): 66-71. doi:10.1097/med.0b013e32831cf5aa. PMID 19115523.

[pmid11127929-4] Yamada K, Wada E, Wada K (November 2000). “Bombesin-like peptides: studies on food intake and social behaviour with receptor knock-out mice”. Annals of Medicine 32 (8): 519-29. doi:10.3109/07853890008998831. PMID 11127929.

[pmid10636070-5] Ohlsson B, Fredang N, Axelson J (December 1999). “The effect of bombesin, cholecystokinin, gastrin, and their antagonists on proliferation of pancreatic cancer cell lines”. Scandinavian Journal of Gastroenterology 34 (12): 1224-9. PMID 10636070.

[1]

[2]

[3]

[4]

[5]

ボンベシン

別称 Pyr-Gln-Arg-Leu-Gly-Asn-Gln-Trp-Ala-Val-Gly-His-Leu-Met-NH2
識別情報
CAS登録番号	31362-50-2
PubChem	16133891
ChemSpider	26286924
ChEMBL	CHEMBL437027
IUPHAR/BPS	616
SMILES C[C@@H](C(=O)N[C@@H](C(C)C)C(=O)NCC(=O)N[C@@H](Cc1cnc[nH]1)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCSC)C(=O)N)NC(=O)[C@H](Cc2cc3ccccc3[nH]2)NC(=O)[C@H](CCC(=O)N)NC(=O)[C@H](CC(=O)N)NC(=O)CNC(=O)[C@H](CC(C)C)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](CCC(=O)N)NC(=O)[C@@H]4CCC(=O)N4
InChI InChI=1S/C71H110N24O18S/c1-34(2)24-47(92-62(105)43(14-11-22-79-71(76)77)89-64(107)45(15-18-52(72)96)90-63(106)44-17-20-55(99)85-44)61(104)80-31-56(100)87-51(29-54(74)98)69(112)91-46(16-19-53(73)97)65(108)94-50(27-39-26-38-12-9-10-13-41(38)84-39)66(109)83-37(7)60(103)95-58(36(5)6)70(113)81-32-57(101)86-49(28-40-30-78-33-82-40)68(111)93-48(25-35(3)4)67(110)88-42(59(75)102)21-23-114-8/h9-10,12-13,26,30,33-37,42-51,58,84H,11,14-25,27-29,31-32H2,1-8H3,(H2,72,96)(H2,73,97)(H2,74,98)(H2,75,102)(H,78,82)(H,80,104)(H,81,113)(H,83,109)(H,85,99)(H,86,101)(H,87,100)(H,88,110)(H,89,107)(H,90,106)(H,91,112)(H,92,105)(H,93,111)(H,94,108)(H,95,103)(H4,76,77,79)/t37-,42-,43-,44-,45-,46-,47-,48-,49-,50-,51-,58-/m0/s1 Key: DNDCVAGJPBKION-DOPDSADYSA-N InChI=1/C71H110N24O18S/c1-34(2)24-47(92-62(105)43(14-11-22-79-71(76)77)89-64(107)45(15-18-52(72)96)90-63(106)44-17-20-55(99)85-44)61(104)80-31-56(100)87-51(29-54(74)98)69(112)91-46(16-19-53(73)97)65(108)94-50(27-39-26-38-12-9-10-13-41(38)84-39)66(109)83-37(7)60(103)95-58(36(5)6)70(113)81-32-57(101)86-49(28-40-30-78-33-82-40)68(111)93-48(25-35(3)4)67(110)88-42(59(75)102)21-23-114-8/h9-10,12-13,26,30,33-37,42-51,58,84H,11,14-25,27-29,31-32H2,1-8H3,(H2,72,96)(H2,73,97)(H2,74,98)(H2,75,102)(H,78,82)(H,80,104)(H,81,113)(H,83,109)(H,85,99)(H,86,101)(H,87,100)(H,88,110)(H,89,107)(H,90,106)(H,91,112)(H,92,105)(H,93,111)(H,94,108)(H,95,103)(H4,76,77,79)/t37-,42-,43-,44-,45-,46-,47-,48-,49-,50-,51-,58-/m0/s1 Key: DNDCVAGJPBKION-DOPDSADYBW
特性
化学式	C₇₁H₁₁₀N₂₄O₁₈S
モル質量	1619.85
特記なき場合、データは常温 (25 °C)・常圧 (100 kPa) におけるものである。

ボンベシン

関連項目

出典