Chemistry:Uroguanylin

Uroguanylin
Identifiers
CAS Number	152175-68-3 ;
3D model (JSmol)	Interactive image;
ChemSpider	4589972 ;
MeSH	uroguanylin
PubChem CID	5488765;
UNII	EWY1XP1HMZ ;
	InChI InChI=1S/C64H102N18O26S4/c1-24(2)13-32-53(96)79-40-23-112-109-20-37(57(100)76-36(64(107)108)14-25(3)4)70-43(86)19-68-61(104)49(29(10)83)82-60(103)39(77-50(93)28(9)69-62(105)47(26(5)6)80-56(99)33(16-42(67)85)75-63(106)48(27(7)8)81-59(40)102)22-111-110-21-38(58(101)71-31(52(95)73-32)11-12-44(87)88)78-55(98)35(18-46(91)92)74-54(97)34(17-45(89)90)72-51(94)30(65)15-41(66)84/h24-40,47-49,83H,11-23,65H2,1-10H3,(H2,66,84)(H2,67,85)(H,68,104)(H,69,105)(H,70,86)(H,71,101)(H,72,94)(H,73,95)(H,74,97)(H,75,106)(H,76,100)(H,77,93)(H,78,98)(H,79,96)(H,80,99)(H,81,102)(H,82,103)(H,87,88)(H,89,90)(H,91,92)(H,107,108)/t28-,29+,30-,31-,32-,33-,34-,35-,36-,37-,38-,39-,40-,47-,48-,49-/m0/s1 Key: VQZRYOAXGUCZMI-HWMZBCIHSA-N ;
	SMILES C[C@H]1C(=O)N[C@H]2CSSC[C@@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@@H](CSSC[C@H](NC(=O)CNC(=O)[C@@H](NC2=O)[C@@H](C)O)C(=O)N[C@@H](CC(C)C)C(=O)O)C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N1)C(C)C)CC(=O)N)C(C)C)CC(C)C)CCC(=O)O)NC(=O)[C@H](CC(=O)O)NC(=O)[C@H](CC(=O)O)NC(=O)[C@H](CC(=O)N)N;
Properties
Chemical formula	C61H101N17O25S4
Molar mass	1600.81 g·mol−1
Related compounds
Related compounds	PMDTA
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
	Infobox references

guanylate cyclase activator 2B (uroguanylin)
Identifiers
Symbol	GUCA2B
NCBI gene	2981
HGNC	4683
OMIM	601271
RefSeq	NM_007102
UniProt	Q16661
Other data
Locus	Chr. 1 p34-p33

Uroguanylin is a 16 amino acid peptide that is secreted by enterochromaffin cells in the duodenum and proximal small intestine. Guanylin acts as an agonist of the guanylyl cyclase receptor guanylate cyclase 2C (GC-C), and regulates electrolyte and water transport in intestinal and renal epithelia. By agonizing this guanylyl cyclase receptor, uroguanylin and guanylin cause intestinal secretion of chloride and bicarbonate to dramatically increase; this process is helped by the second messenger cGMP.^[1] Its sequence is H-Asn-Asp-Asp-Cys(1)-Glu-Leu-Cys(2)-Val-Asn-Val-Ala-Cys(1)-Thr-Gly-Cys(2)-Leu-OH.

In humans, the uroguanylin peptide is encoded by the GUCA2B gene.^[2]^[3] Uroguanylin may be involved in appetite and perceptions of 'fullness' after eating meals, as suggested by a study into mice.^[4]

References

↑ Forte, Leonard Ralph (1 November 2004). "Uroguanylin and guanylin peptides: pharmacology and experimental therapeutics". Pharmacology & Therapeutics 104 (2): 137–162. doi:10.1016/j.pharmthera.2004.08.007. PMID 15518884. https://www.sciencedirect.com/science/article/abs/pii/S016372580400124X. Retrieved 16 January 2023.
↑ "Cloning and characterization of a cDNA encoding a precursor for human uroguanylin". Biochemical and Biophysical Research Communications 219 (2): 644–8. February 1996. doi:10.1006/bbrc.1996.0287. PMID 8605041.
↑ "Genomic structure and chromosomal localization of human uroguanylin". Genomics 43 (3): 359–65. August 1997. doi:10.1006/geno.1997.4808. PMID 9268639.
↑ "The uroguanylin system and human disease". Clinical Science 123 (12): 659–68. December 2012. doi:10.1042/CS20120021. PMID 22877138.

External links

uroguanylin at the US National Library of Medicine Medical Subject Headings (MeSH)

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[1] Forte, Leonard Ralph (1 November 2004). "Uroguanylin and guanylin peptides: pharmacology and experimental therapeutics". Pharmacology & Therapeutics 104 (2): 137–162. doi:10.1016/j.pharmthera.2004.08.007. PMID 15518884. https://www.sciencedirect.com/science/article/abs/pii/S016372580400124X. Retrieved 16 January 2023.

[Miyazato-1996-2] "Cloning and characterization of a cDNA encoding a precursor for human uroguanylin". Biochemical and Biophysical Research Communications 219 (2): 644–8. February 1996. doi:10.1006/bbrc.1996.0287. PMID 8605041.

[Miyazato-1997-3] "Genomic structure and chromosomal localization of human uroguanylin". Genomics 43 (3): 359–65. August 1997. doi:10.1006/geno.1997.4808. PMID 9268639.

[Rahbi-H-2012-4] "The uroguanylin system and human disease". Clinical Science 123 (12): 659–68. December 2012. doi:10.1042/CS20120021. PMID 22877138.

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Identifiers

CAS Number	152175-68-3^Y
3D model (JSmol)	Interactive image
ChemSpider	4589972^Y
MeSH	uroguanylin
PubChem CID	5488765
UNII	EWY1XP1HMZ^Y
InChI InChI=1S/C64H102N18O26S4/c1-24(2)13-32-53(96)79-40-23-112-109-20-37(57(100)76-36(64(107)108)14-25(3)4)70-43(86)19-68-61(104)49(29(10)83)82-60(103)39(77-50(93)28(9)69-62(105)47(26(5)6)80-56(99)33(16-42(67)85)75-63(106)48(27(7)8)81-59(40)102)22-111-110-21-38(58(101)71-31(52(95)73-32)11-12-44(87)88)78-55(98)35(18-46(91)92)74-54(97)34(17-45(89)90)72-51(94)30(65)15-41(66)84/h24-40,47-49,83H,11-23,65H2,1-10H3,(H2,66,84)(H2,67,85)(H,68,104)(H,69,105)(H,70,86)(H,71,101)(H,72,94)(H,73,95)(H,74,97)(H,75,106)(H,76,100)(H,77,93)(H,78,98)(H,79,96)(H,80,99)(H,81,102)(H,82,103)(H,87,88)(H,89,90)(H,91,92)(H,107,108)/t28-,29+,30-,31-,32-,33-,34-,35-,36-,37-,38-,39-,40-,47-,48-,49-/m0/s1^Y Key: VQZRYOAXGUCZMI-HWMZBCIHSA-N^Y
SMILES C[C@H]1C(=O)N[C@H]2CSSC[C@@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@@H](CSSC[C@H](NC(=O)CNC(=O)[C@@H](NC2=O)[C@@H](C)O)C(=O)N[C@@H](CC(C)C)C(=O)O)C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N1)C(C)C)CC(=O)N)C(C)C)CC(C)C)CCC(=O)O)NC(=O)[C@H](CC(=O)O)NC(=O)[C@H](CC(=O)O)NC(=O)[C@H](CC(=O)N)N
Properties
Chemical formula	C₆₁H₁₀₁N₁₇O₂₅S₄
Molar mass	1600.81 g·mol⁻¹
Related compounds
Related compounds	PMDTA
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

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Chemistry:Uroguanylin

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