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{{chembox |
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|ImageFile=saralasin.png |
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| Watchedfields = changed |
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|ImageSize=200px |
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| verifiedrevid = 347942559 |
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|IUPACName=(2''S'')-2-<nowiki>amino]pentanoyl]amino]-3-methylbutanoyl]amino]-3-(4-hydroxyphenyl)propanoyl]amino]-3-methylbutanoyl]amino]-3-(1''H''-imidazol-5-yl)propanoyl]pyrrolidine-2-carbonyl]amino]propanoic acid |
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| ImageFile=saralasin.png |
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|OtherNames=Sar-Arg-Val-Tyr-Val-His-Pro-Ala |
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| ImageSize=200px |
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| IUPACName=(2''S'')-2-<nowiki>amino]pentanoyl]amino]-3-methylbutanoyl]amino]-3-(4-hydroxyphenyl)propanoyl]amino]-3-methylbutanoyl]amino]-3-(1''H''-imidazol-5-yl)propanoyl]pyrrolidine-2-carbonyl]amino]propanoic acid |
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| OtherNames=Sar-Arg-Val-Tyr-Val-His-Pro-Ala |
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|Section1={{Chembox Identifiers |
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|Section1={{Chembox Identifiers |
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| UNII_Ref = {{fdacite|changed|FDA}} |
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| CASNo=34273-10-4 |
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| UNII = H2AFV2HE66 |
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| PubChem=6324663 |
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| CASNo_Ref = {{cascite|correct|??}} |
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| SMILES=C(C(=O)O)NC(=O)1CCCN1C(=O)(CC2=CN=CN2)NC(=O)(C(C)C)NC(=O)(CC3=CC=C(C=C3)O)NC(=O)(C(C)C)NC(=O)(CCCN=C(N)N)NC(=O)CNC |
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| CASNo=34273-10-4 |
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| ChEMBL_Ref = {{ebicite|changed|EBI}} |
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| ChEMBL = 938 |
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| ChEMBL2_Ref = {{ebicite|changed|EBI}} |
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| ChEMBL2 = 1200670 |
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| PubChem=6324663 |
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| SMILES=C(C(=O)O)NC(=O)1CCCN1C(=O)(CC2=CN=CN2)NC(=O)(C(C)C)NC(=O)(CC3=CC=C(C=C3)O)NC(=O)(C(C)C)NC(=O)(CCCN=C(N)N)NC(=O)CNC |
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| ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}} |
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| ChemSpiderID = 4884380 |
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| InChI = 1/C42H65N13O10/c1-22(2)33(53-35(58)28(50-32(57)20-45-6)9-7-15-47-42(43)44)38(61)51-29(17-25-11-13-27(56)14-12-25)36(59)54-34(23(3)4)39(62)52-30(18-26-19-46-21-48-26)40(63)55-16-8-10-31(55)37(60)49-24(5)41(64)65/h11-14,19,21-24,28-31,33-34,45,56H,7-10,15-18,20H2,1-6H3,(H,46,48)(H,49,60)(H,50,57)(H,51,61)(H,52,62)(H,53,58)(H,54,59)(H,64,65)(H4,43,44,47)/t24-,28-,29-,30-,31-,33-,34-/m0/s1 |
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| InChIKey = PFGWGEPQIUAZME-NXSMLHPHBA |
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| StdInChI_Ref = {{stdinchicite|changed|chemspider}} |
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| StdInChI = 1S/C42H65N13O10/c1-22(2)33(53-35(58)28(50-32(57)20-45-6)9-7-15-47-42(43)44)38(61)51-29(17-25-11-13-27(56)14-12-25)36(59)54-34(23(3)4)39(62)52-30(18-26-19-46-21-48-26)40(63)55-16-8-10-31(55)37(60)49-24(5)41(64)65/h11-14,19,21-24,28-31,33-34,45,56H,7-10,15-18,20H2,1-6H3,(H,46,48)(H,49,60)(H,50,57)(H,51,61)(H,52,62)(H,53,58)(H,54,59)(H,64,65)(H4,43,44,47)/t24-,28-,29-,30-,31-,33-,34-/m0/s1 |
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| StdInChIKey_Ref = {{stdinchicite|changed|chemspider}} |
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| StdInChIKey = PFGWGEPQIUAZME-NXSMLHPHSA-N |
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}} |
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}} |
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|Section2={{Chembox Properties |
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|Section2={{Chembox Properties |
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| Formula=C<sub>42</sub>H<sub>65</sub>N<sub>13</sub>O<sub>10</sub> |
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| Formula=C<sub>42</sub>H<sub>65</sub>N<sub>13</sub>O<sub>10</sub> |
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| MolarMass=912.05 g/mol |
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| MolarMass=912.05 g/mol |
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|Section3={{Chembox Hazards |
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|Section3={{Chembox Hazards |
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| MainHazards= |
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| FlashPt= |
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| AutoignitionPt = |
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'''Saralasin''' is a ] of ]. It is an angiotensin II analogue, containing ]-1 and ]-8, hence the name ('''sar'''cosine, '''ala'''nine, angioten'''sin'''). |
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'''Saralasin''' is a ] ] with ]ic activity. The aminopeptide sequence for saralasin differs from ] at three sites: |
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* At position 1, ] replaces ], thereby increasing the affinity for ] ]s and making sara resistant to degradation by ]s.<ref>Pals et al (1979)</ref> |
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* At position 5, ] is replaced by ] |
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* At position 8, ] is replaced by ] which leads to a smaller stimulatory effect. Saralasin was used to distinguish ] from ] before its discontinuation in January 1984 because of many false-positive and false-negative reports.<ref>Hutchison and Shahan (2004)</ref> |
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==References== |
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{{reflist}} |
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==External links== |
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==External links== |
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* {{MeshName|Saralasin}} |
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* {{MeshName|Saralasin}} |
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* {{cite journal | author = Olsson M, Annerbrink K, Hedner J, Eriksson E | title = Intracerebroventricular administration of the angiotensin II receptor antagonist saralasin reduces respiratory rate and tidal volume variability in freely moving Wistar rats. | journal = Psychoneuroendocrinology | volume = 29 | issue = 1 | pages = 107–12 | year = 2004 | pmid = 14575733 | doi = 10.1016/S0306-4530(02)00147-6}} |
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* {{cite journal | vauthors = Olsson M, Annerbrink K, Hedner J, Eriksson E | title = Intracerebroventricular administration of the angiotensin II receptor antagonist saralasin reduces respiratory rate and tidal volume variability in freely moving Wistar rats. | journal = Psychoneuroendocrinology | volume = 29 | issue = 1 | pages = 107–12 | year = 2004 | pmid = 14575733 | doi = 10.1016/S0306-4530(02)00147-6| s2cid = 44451942 }} |
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* {{cite journal | author = Ip S, Tsang S, Wong T, Che C, Leung P | title = Saralasin, a nonspecific angiotensin II receptor antagonist, attenuates oxidative stress and tissue injury in cerulein-induced acute pancreatitis. | journal = Pancreas | volume = 26 | issue = 3 | pages = 224–9 | year = 2003 | pmid = 12657946 | doi = 10.1097/00006676-200304000-00003}} |
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* {{cite journal | vauthors = Ip S, Tsang S, Wong T, Che C, Leung P | title = Saralasin, a nonspecific angiotensin II receptor antagonist, attenuates oxidative stress and tissue injury in cerulein-induced acute pancreatitis. | journal = Pancreas | volume = 26 | issue = 3 | pages = 224–9 | year = 2003 | pmid = 12657946 | doi = 10.1097/00006676-200304000-00003| s2cid = 28646144 }} |
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* {{cite journal | author = Tsang S, Ip S, Wong T, Che C, Leung P | title = Differential effects of saralasin and ramiprilat, the inhibitors of renin-angiotensin system, on cerulein-induced acute pancreatitis. | journal = Regul Pept | volume = 111 | issue = 1-3 | pages = 47–53 | year = 2003 | pmid = 12609748 | doi = 10.1016/S0167-0115(02)00226-4}} |
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* {{cite journal | vauthors = Tsang S, Ip S, Wong T, Che C, Leung P | title = Differential effects of saralasin and ramiprilat, the inhibitors of renin-angiotensin system, on cerulein-induced acute pancreatitis. | journal = Regul Pept | volume = 111 | issue = 1–3 | pages = 47–53 | year = 2003 | pmid = 12609748 | doi = 10.1016/S0167-0115(02)00226-4| s2cid = 2150707 }} |
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{{Angiotensin receptor modulators}} |
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