{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2025,10,24]],"date-time":"2025-10-24T07:54:26Z","timestamp":1761292466883},"reference-count":34,"publisher":"Wiley","issue":"12","license":[{"start":{"date-parts":[[2007,9,24]],"date-time":"2007-09-24T00:00:00Z","timestamp":1190592000000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"}],"content-domain":{"domain":["onlinelibrary.wiley.com"],"crossmark-restriction":true},"short-container-title":["Journal of Peptide Science"],"published-print":{"date-parts":[[2007,12]]},"abstract":"<jats:title>Abstract<\/jats:title><jats:p>A description and commentary is given for an unnoticed sheet of formulae and arguments in the hand of Robert Robinson concerning the structure of penicillin. In this undated document, probably of Autumn 1944, he set out his arguments for favouring a thiazolidine\u2010oxazolone structure over the actual \u03b2\u2010lactam structure. Copyright \u00a9 2007 European Peptide Society and John Wiley &amp; Sons, Ltd.<\/jats:p>","DOI":"10.1002\/psc.888","type":"journal-article","created":{"date-parts":[[2007,9,24]],"date-time":"2007-09-24T10:50:23Z","timestamp":1190631023000},"page":"769-775","update-policy":"http:\/\/dx.doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":11,"title":["Robert Robinson and penicillin: an unnoticed document in the saga of its structure"],"prefix":"10.1002","volume":"13","author":[{"given":"Rachel","family":"Curtis","sequence":"first","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"John","family":"Jones","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"311","published-online":{"date-parts":[[2007,9,24]]},"reference":[{"key":"e_1_2_1_3_2","doi-asserted-by":"publisher","DOI":"10.1002\/psc.766"},{"key":"e_1_2_1_4_2","doi-asserted-by":"publisher","DOI":"10.1515\/9781400874910"},{"key":"e_1_2_1_5_2","doi-asserted-by":"crossref","unstructured":"ClarkeHT JohnsonJR RobinsonR.Brief History of the Chemical Study of Penicillin CP 3\u20139.","DOI":"10.2307\/j.ctt183px0j.4"},{"key":"e_1_2_1_6_2","unstructured":"ChainEB.The Chemical Structure of the Penicillins Nobel Lecture 20 March1946."},{"key":"e_1_2_1_7_2","first-page":"7","volume-title":"50 Years of Penicillin Application","author":"Abraham EP","year":"1991"},{"key":"e_1_2_1_8_2","doi-asserted-by":"publisher","DOI":"10.1039\/np9870400041"},{"key":"e_1_2_1_9_2","doi-asserted-by":"publisher","DOI":"10.1098\/rsbm.1983.0003"},{"key":"e_1_2_1_10_2","first-page":"180","volume-title":"Dorothy Hodgkin, a Life","author":"Ferry G","year":"1998"},{"key":"e_1_2_1_11_2","volume-title":"The Enchanted Ring; the Untold Story of Penicillin","author":"Sheehan JC","year":"1982"},{"key":"e_1_2_1_12_2","first-page":"A37","volume-title":"Chemistry of Penicillin","author":"Robinson R"},{"key":"e_1_2_1_13_2","first-page":"A14","volume-title":"Penicillin","author":"Hodgkin DC"},{"key":"e_1_2_1_14_2","first-page":"124","article-title":"The early stages of the chemical study of penicillin. Ramsden Memorial Lecture 1950","volume":"92","author":"Robinson R","year":"1950","journal-title":"Mem. Proc. Manch. Lit. Philos. Soc."},{"key":"e_1_2_1_15_2","unstructured":"See correspondence in EP Abraham Papers Bodleian Library Oxford H228\u2013H230."},{"key":"e_1_2_1_16_2","unstructured":"AbrahamEP. Letter to Baker of 14 Sept 1971. EP Abraham Papers Bodleian Library: Oxford H228."},{"key":"e_1_2_1_17_2","unstructured":"CornforthJW. E\u2010mail correspondence with the author April\u2010May 2006."},{"key":"e_1_2_1_18_2","unstructured":"CurtisR.Oxford Organic Chemistry 1914\u20101945 Chemistry Part II thesis Oxford 2006;25\u201330."},{"key":"e_1_2_1_19_2","first-page":"H229","volume-title":"Some Recollections of the Early Work on Penicillamine","author":"Baker W","year":"1971"},{"key":"e_1_2_1_20_2","unstructured":"AbrahamEP. Letter to Robinson of 4 August 1971 EP Abraham Papers Bodleian Library Oxford H228."},{"key":"e_1_2_1_21_2","unstructured":"CP p. 4; Abrahamop.cit.(a) p. 12 andop.cit.(b)p43."},{"key":"e_1_2_1_22_2","unstructured":"Abraham op.cit. (c)."},{"key":"e_1_2_1_23_2","unstructured":"AbrahamEP BakerW ChainE RobinsonR. Further studies on the degradation of penicillin.VII. British Ministry of Supply Penicillin Production Committee Report No. PEN.103. There are at least two copies slightly differing in the EP Abraham Papers Bodleian Library Oxford C153 and C161. Another copy is partly directly reproduced in Abrahamop.cit.(a) with the date given therein as \u201c22 October 1945\u201d. Also reproduced in Abrahamop.cit. (a)is part of a copy of Medical Research Council Committee on Penicillin Synthesis Report No. CPS 554 by Abraham Baker and Chain only of 1945 in which they record that they \u201cbelieve it to be established that their original \u03b2\u2010lactam formula represents the correct structure of penicillin\u2026\u201d; but the dating and cross\u2010referencing is a tissue of confusion as they refer to PEN.103 as \u201cPen.Report 105\u201d and describe it as of \u201cOctober 1945\u201d. For one of the most significant organic structures ever investigated it seems worth clarifying the dating of the first formally recorded correct (albeit hesitant) proposal: PEN. 103 is dated 22 October 1943 (received in the USA January 1944) inCP p. 1043; official copy number 32 in EP Abraham Papers Bodleian Library Oxford C161 bears date 22 October 1943 under the main part of the report and 23 October 1943 under the Addendum. According toCP pp.63 and 1056 Merck & Co Inc. Report No. M.1 of November 1943 (received in England February 1944) stated that \u201cthe four\u2010membered lactam fused upon a five\u2010membered heterocyclic ring (the \u03b2\u2010lactam structureXLVI) appears unlikely unless the strain could account for the reactivity to methanol and benzylamine\u201d."},{"key":"e_1_2_1_24_2","unstructured":"CP p7."},{"key":"e_1_2_1_25_2","unstructured":"RobinsonR.The Interpretation of the Reactions of Penicillin and Remarks on the Constitution of Penicillin.CP pp449\u2013454."},{"key":"e_1_2_1_26_2","unstructured":"Sheehanop. cit. p115."},{"key":"e_1_2_1_27_2","doi-asserted-by":"publisher","DOI":"10.1007\/BF00901405"},{"key":"e_1_2_1_28_2","unstructured":"Dorothy Hodgkin letter to Marjorie Senechal 28 March 1977 copy in Dorothy Hodgkin Papers Bodleian Library Oxford H.256. Cited in Ferryop. cit. p214."},{"key":"e_1_2_1_29_2","unstructured":"CP p160."},{"key":"e_1_2_1_30_2","unstructured":"CP p8."},{"key":"e_1_2_1_31_2","unstructured":"CP p270."},{"key":"e_1_2_1_32_2","unstructured":"CP p281."},{"key":"e_1_2_1_33_2","unstructured":"Abrahamop.cit.(a) and (b); National Portrait Gallery London NPG p562."},{"key":"e_1_2_1_34_2","unstructured":"CP p419."},{"key":"e_1_2_1_35_2","unstructured":"WoodwardRB.Theoretical Aspects of the Reactions of Penicillins.CP 443\u2013449."},{"key":"e_1_2_1_36_2","unstructured":"Sheehanop.cit. p105."}],"container-title":["Journal of Peptide Science"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/api.wiley.com\/onlinelibrary\/tdm\/v1\/articles\/10.1002%2Fpsc.888","content-type":"unspecified","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/pdf\/10.1002\/psc.888","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2023,9,28]],"date-time":"2023-09-28T18:37:02Z","timestamp":1695926222000},"score":1,"resource":{"primary":{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/10.1002\/psc.888"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2007,9,24]]},"references-count":34,"journal-issue":{"issue":"12","published-print":{"date-parts":[[2007,12]]}},"alternative-id":["10.1002\/psc.888"],"URL":"https:\/\/doi.org\/10.1002\/psc.888","archive":["Portico"],"relation":{},"ISSN":["1075-2617","1099-1387"],"issn-type":[{"value":"1075-2617","type":"print"},{"value":"1099-1387","type":"electronic"}],"subject":[],"published":{"date-parts":[[2007,9,24]]},"assertion":[{"value":"2007-09-24","order":2,"name":"published","label":"Published","group":{"name":"publication_history","label":"Publication History"}}]}}