Wikipedia:WikiProject Chemicals/Chembox validation/VerifiedDataSandbox and Bombesin: Difference between pages

| Verifiedfields = changed

| Watchedfields = changed

| verifiedrevid = 461744695

| ImageFile=Bombesin skeletal.svg

| ImageSize=250px

| IUPACName=

| OtherNames= Pyr-Gln-Arg-Leu-Gly-Asn-Gln-Trp-Ala-Val-Gly-His-Leu-Met-NH2

|Section1={{Chembox Identifiers

| CASNo_Ref = {{cascite|correct|CAS}}

| CASNo=31362-50-2

| UNII_Ref = {{fdacite|correct|FDA}}

| UNII = PX9AZU7QPK

| ChEMBL_Ref = {{ebicite|changed|EBI}}

| ChEMBL = 437027

| PubChem = 16133800

| ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}}

| ChemSpiderID = 17290379

| SMILES = [H]/N=C(\N)/NCCC[C@@H](C(=O)N[C@@H](CC(C)C)C(=O)NCC(=O)N[C@@H](CC(=O)N)C(=O)N[C@@H](CCC(=O)N)C(=O)N[C@@H](Cc1c[nH]c2c1cccc2)C(=O)N[C@@H](C)C(=O)N[C@@H](C(C)C)C(=O)NCC(=O)N[C@@H](Cc3c[nH]cn3)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCSC)C(=O)N)NC(=O)[C@H](CCC(=O)N)NC(=O)[C@@H]4CCC(=O)N4

| 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)81-31-56(100)87-51(28-54(74)98)69(112)91-46(16-19-53(73)97)65(108)94-49(26-38-29-80-41-13-10-9-12-40(38)41)66(109)84-37(7)60(103)95-58(36(5)6)70(113)82-32-57(101)86-50(27-39-30-78-33-83-39)68(111)93-48(25-35(3)4)67(110)88-42(59(75)102)21-23-114-8/h9-10,12-13,29-30,33-37,42-51,58,80H,11,14-28,31-32H2,1-8H3,(H2,72,96)(H2,73,97)(H2,74,98)(H2,75,102)(H,78,83)(H,81,104)(H,82,113)(H,84,109)(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

| InChIKey = QXZBMSIDSOZZHK-DOPDSADYBX

| StdInChI_Ref = {{stdinchicite|changed|chemspider}}

| StdInChI = 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)81-31-56(100)87-51(28-54(74)98)69(112)91-46(16-19-53(73)97)65(108)94-49(26-38-29-80-41-13-10-9-12-40(38)41)66(109)84-37(7)60(103)95-58(36(5)6)70(113)82-32-57(101)86-50(27-39-30-78-33-83-39)68(111)93-48(25-35(3)4)67(110)88-42(59(75)102)21-23-114-8/h9-10,12-13,29-30,33-37,42-51,58,80H,11,14-28,31-32H2,1-8H3,(H2,72,96)(H2,73,97)(H2,74,98)(H2,75,102)(H,78,83)(H,81,104)(H,82,113)(H,84,109)(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

| StdInChIKey_Ref = {{stdinchicite|changed|chemspider}}

| StdInChIKey = QXZBMSIDSOZZHK-DOPDSADYSA-N

|Section2={{Chembox Properties

| Formula=C₇₁H₁₁₀N₂₄O₁₈S

| MolarMass=1619.85

| Appearance=

| Density=

| MeltingPt=

| BoilingPt=

| Solubility=

|Section3={{Chembox Hazards

| MainHazards=

| FlashPt=

| AutoignitionPt =

'''Bombesin''' is a 14-[[amino acid]] [[peptide]]<ref name="pmid18185064">{{cite journal | vauthors = Gonzalez N, Moody TW, Igarashi H, Ito T, Jensen RT | title = Bombesin-related peptides and their receptors: recent advances in their role in physiology and disease states | journal = Current Opinion in Endocrinology, Diabetes and Obesity | volume = 15 | issue = 1 | pages = 58–64 |date=February 2008 | pmid = 18185064 | pmc = 2631407 | doi = 10.1097/MED.0b013e3282f3709b }}</ref> originally isolated from the [[skin]] of the [[European fire-bellied toad]] (''Bombina bombina'')<ref name="Anastasi-et-al-1971-bundle">

{{Unbulleted list citebundle

|{{cite journal | last1=Anastasi | first1=A. | last2=Erspamer | first2=Vittorio | author-link2=Vittorio Erspamer | last3=Bucci | first3=M. | title=Isolation and structure of bombesin and alytesin, two analogous active peptides from the skin of the european amphibians ''Bombina'' and ''Alytes'' | journal=[[Experientia]] | publisher=[[Springer Science+Business Media|Springer]] | volume=27 | issue=2 | year=1971 | issn=0014-4754 | doi=10.1007/bf02145873 | pages=166–167 | pmid=5544731 | s2cid=30779940}}

|{{cite journal | last1=Verkhratsky | first1=Alexei | last2=Nedergaard | first2=Maiken | title=Physiology of Astroglia | journal=[[Physiological Reviews]] | publisher=[[American Physiological Society]] | volume=98 | issue=1 | date=2018-01-01 | issn=0031-9333 | doi=10.1152/physrev.00042.2016 | pages=239–389| pmid=29351512 | pmc=6050349 | doi-access=free }}

|{{cite journal | title=Toxicon Reviews | first=H. | last=M. | journal=[[Toxicon]] | publisher=[[International Society on Toxinology]] + [[Brazilian Society of Toxinology]] + [[North American Society of Toxinology]] ([[Elsevier]]) | volume=10 | issue=2 | year=1972 | issn=0041-0101 | doi=10.1016/0041-0101(72)90248-6 | page=189 | s2cid=32711539 | pmid=5544731}}

|{{cite book | editor-last=Daniel | editor-first=Edwin E. | title=Neuropeptide Function in the Gastrointestinal Tract | publisher=CRC Press | date=2019-08-15 | isbn=978-0-429-28576-9 | oclc=1112671803}}

}}

</ref> by [[Vittorio Erspamer]] ''et al.'' and named after its source.<ref name="Jensen-et-al-2007">{{cite journal | last1=Jensen | first1=R. T. | last2=Battey | first2=J. F. | last3=Spindel | first3=E. R. | last4=Benya | first4=R. V. | title=International Union of Pharmacology. LXVIII. Mammalian Bombesin Receptors: Nomenclature, Distribution, Pharmacology, Signaling, and Functions in Normal and Disease States | journal=[[Pharmacological Reviews]] | publisher=[[American Society for Pharmacology & Experimental Therapeutics]] (ASPET) | volume=60 | issue=1 | date=2007-11-30 | issn=0031-6997 | doi=10.1124/pr.107.07108 | pages=1–42 | pmc=2517428 | pmid=18055507}} [[NIH Manuscript Submission|NIHMSID]] 45053.</ref> It has two known [[Homologous series|homologs]] in [[mammals]] called [[neuromedin B]] and [[gastrin-releasing peptide]]. It stimulates [[gastrin]] release from [[G cells]]. It activates three different [[G-protein]]-coupled [[receptor (biochemistry)|receptors]] known as BBR1, -2, and -3.<ref name="pmid19115523">{{cite journal | author = Weber HC | title = Regulation and signaling of human bombesin receptors and their biological effects | journal = Current Opinion in Endocrinology, Diabetes and Obesity | volume = 16 | issue = 1 | pages = 66–71 |date=February 2009 | pmid = 19115523 | doi = 10.1097/med.0b013e32831cf5aa| s2cid = 45482442 }}</ref> It also activates these receptors in the [[brain]]. Together with [[cholecystokinin]], it is the second major source of [[negative feedback]] signals that stop eating behaviour.<ref name="pmid11127929">{{cite journal | vauthors = Yamada K, Wada E, Wada K | title = Bombesin-like peptides: studies on food intake and social behaviour with receptor knock-out mice | journal = Annals of Medicine | volume = 32 | issue = 8 | pages = 519–29 |date=November 2000 | pmid = 11127929 | doi = 10.3109/07853890008998831| s2cid = 24431961 }}</ref>

Bombesin is also a [[tumor]] marker for small cell carcinoma of lung, gastric cancer, pancreatic cancer, and [[neuroblastoma]].<ref name="pmid10636070">{{cite journal | vauthors = Ohlsson B, Fredäng N, Axelson J | title = The effect of bombesin, cholecystokinin, gastrin, and their antagonists on proliferation of pancreatic cancer cell lines | journal = Scandinavian Journal of Gastroenterology | volume = 34 | issue = 12 | pages = 1224–9 |date=December 1999 | pmid = 10636070 | doi = 10.1080/003655299750024742}}</ref>

==Receptors==

The [[anuran]] {{visible anchor|BB4|text=BB₄}} receptor [[sequence homology|homologue]] is termed {{visible anchor|frog BB4|text=frog BB₄}} ({{visible anchor|fBB4|text=fBB₄}}).<ref name="Jensen-et-al-2007" /> Iwabuchi ''et al.'' 2003 discovered a [[chicken]] (''Gallus domesticus'') receptor which is homologous to both the {{visible anchor|mammalian BB3|text=mammalian BB₃}} and fBB₄ and so they named it {{visible anchor|chBRS-3.5}}.<ref name="Jensen-et-al-2007" />

==Effects==

Erspamer 1988 finds bombesin has a similar effect on the chicken to ranatensin, unreliably increasing or decreasing blood pressure.<ref name="Erspamer-1988-bundle">

{{Unbulleted list citebundle

|{{cite journal | last=Erspamer | first=Vittorio | author-link=Vittorio Erspamer | title=Discovery, Isolation, and Characterization of Bombesin-like Peptides | journal=[[Annals of the New York Academy of Sciences]] | publisher=[[New York Academy of Sciences|NYAS]] ([[Wiley-Blackwell|WB]]) | volume=547 | issue=1 Bombesin-Like | year=1988 | issn=0077-8923 | doi=10.1111/j.1749-6632.1988.tb23870.x | pages=3–9 | pmid=3071223 | bibcode=1988NYASA.547....3E | s2cid=83974453 | department=Part I. Chemistry and Molecular Biology of Bombesin-like Peptides}}

|{{cite journal | last1=Moreno | first1=Paola | last2=Mantey | first2=Samuel A. | last3=Nakamura | first3=Taichi | last4=Nuche-Berenguer | first4=Bernardo | last5=Moody | first5=Terry W. | last6=Coy | first6=David H. | last7=Jensen | first7=Robert T. | title=Insights into Bombesin receptors and ligands: Highlighting recent advances | journal=[[Peptides (journal)|Peptides]] | publisher=[[Elsevier]] | volume=72 | date=2001-09-06 | pages=128–144 | pmid=25976083 | doi=10.1016/j.peptides.2015.04.026 | pmc=4641779}} [[NIH Manuscript Submission|NIHMSID]] 697823.

|{{cite book | editor-last=Daniel | editor-first=Edwin E. | title=Neuropeptide Function in the Gastrointestinal Tract | publisher=CRC Press | date=2019-08-15 | isbn=978-0-429-28576-9 | oclc=1112671803}}

|{{cite journal | last1=Jensen | first1=R. T. | last2=Battey | first2=J. F. | last3=Spindel | first3=E. R. | last4=Benya | first4=R. V. | title=International Union of Pharmacology. LXVIII. Mammalian Bombesin Receptors: Nomenclature, Distribution, Pharmacology, Signaling, and Functions in Normal and Disease States | journal=[[Pharmacological Reviews]] | publisher=[[American Society for Pharmacology & Experimental Therapeutics]] (ASPET) | volume=60 | issue=1 | date=2007-11-30 | issn=0031-6997 | doi=10.1124/pr.107.07108 | pages=1–42 | pmc=2517428 | pmid=18055507}} [[NIH Manuscript Submission|NIHMSID]] 45053.

}}</ref>

== See also ==

*[[Gastrin-releasing peptide]]

*[[Neuromedin B]]

*[[Neuromedin U]]

== References ==

{{reflist|2}}

{{Neuropeptides}}

[[Category:Neuropeptides]]

[[Category:Pyrrolidones]]

[[Category:Tryptamines]]

[[Category:Imidazoles]]