Enhancement of Iron Absorption From Ligated Segments of Rat Intestine by Histidine, Cysteine, and Lysine: Effects of Removing Ionizing Groups and of Stereoisomerism
The effectiveness of L-histidine, L-cysteine, and L-lysine in enhancing iron uptake from ligated, in vivo segments of duodenum was compared with that of several structurally similar compounds from which certain ionizing groups had been removed. Decarboxylation of histidine, removal of the ε-amino of...
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| Veröffentlicht in: | The Journal of nutrition 1973-01, Vol.103 (1), p.139-142 |
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| container_end_page | 142 |
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| container_title | The Journal of nutrition |
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| creator | Van Campen, Darrell |
| description | The effectiveness of L-histidine, L-cysteine, and L-lysine in enhancing iron uptake from ligated, in vivo segments of duodenum was compared with that of several structurally similar compounds from which certain ionizing groups had been removed. Decarboxylation of histidine, removal of the ε-amino of lysine, and the substitution of either a hydrogen or hydroxyl group for the sulfhydryl of cysteine all resulted in a loss of their ability to enhance iron uptake. Thus it appears that the ability of these three amino acids to form tridentate chelates is essential to their effectiveness in enhancing iron uptake. Additionally, it was found that the L isomers were not significantly better than the D forms in enhancing iron uptake, suggesting that “active transport” of the L forms is of little quantitative significance in the enhancement of iron uptake. |
| doi_str_mv | 10.1093/jn/103.1.139 |
| format | Article |
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Decarboxylation of histidine, removal of the ε-amino of lysine, and the substitution of either a hydrogen or hydroxyl group for the sulfhydryl of cysteine all resulted in a loss of their ability to enhance iron uptake. Thus it appears that the ability of these three amino acids to form tridentate chelates is essential to their effectiveness in enhancing iron uptake. Additionally, it was found that the L isomers were not significantly better than the D forms in enhancing iron uptake, suggesting that “active transport” of the L forms is of little quantitative significance in the enhancement of iron uptake.</description><identifier>ISSN: 0022-3166</identifier><identifier>EISSN: 1541-6100</identifier><identifier>DOI: 10.1093/jn/103.1.139</identifier><identifier>PMID: 4682447</identifier><language>eng</language><publisher>United States: Elsevier Inc</publisher><subject>Alanine - pharmacology ; amino acids ; Amino Acids - metabolism ; Amino Acids - pharmacology ; animal science ; Animals ; Biological Transport, Active ; Chelating Agents ; Chemical Phenomena ; Chemistry ; cysteine ; Cysteine - pharmacology ; Deamination ; Decarboxylation ; Duodenum - metabolism ; histidine ; Histidine - pharmacology ; Intestine, Small - metabolism ; Ions ; Iron - blood ; Iron - metabolism ; iron absorption ; Iron Isotopes ; Ligation ; livestock ; lysine ; Lysine - pharmacology ; Male ; Rats ; Serine - pharmacology ; Stereoisomerism ; Structure-Activity Relationship ; Sulfhydryl Compounds - pharmacology ; zoology</subject><ispartof>The Journal of nutrition, 1973-01, Vol.103 (1), p.139-142</ispartof><rights>1973 American Society for Nutrition.</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c461t-76069d3d61b0e2b1ceab7e364cce2cd5b189d1e86e9d9819f7a30179117f7a953</citedby><cites>FETCH-LOGICAL-c461t-76069d3d61b0e2b1ceab7e364cce2cd5b189d1e86e9d9819f7a30179117f7a953</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,776,780,4010,27900,27901,27902</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/4682447$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Van Campen, Darrell</creatorcontrib><title>Enhancement of Iron Absorption From Ligated Segments of Rat Intestine by Histidine, Cysteine, and Lysine: Effects of Removing Ionizing Groups and of Stereoisomerism</title><title>The Journal of nutrition</title><addtitle>J Nutr</addtitle><description>The effectiveness of L-histidine, L-cysteine, and L-lysine in enhancing iron uptake from ligated, in vivo segments of duodenum was compared with that of several structurally similar compounds from which certain ionizing groups had been removed. Decarboxylation of histidine, removal of the ε-amino of lysine, and the substitution of either a hydrogen or hydroxyl group for the sulfhydryl of cysteine all resulted in a loss of their ability to enhance iron uptake. Thus it appears that the ability of these three amino acids to form tridentate chelates is essential to their effectiveness in enhancing iron uptake. Additionally, it was found that the L isomers were not significantly better than the D forms in enhancing iron uptake, suggesting that “active transport” of the L forms is of little quantitative significance in the enhancement of iron uptake.</description><subject>Alanine - pharmacology</subject><subject>amino acids</subject><subject>Amino Acids - metabolism</subject><subject>Amino Acids - pharmacology</subject><subject>animal science</subject><subject>Animals</subject><subject>Biological Transport, Active</subject><subject>Chelating Agents</subject><subject>Chemical Phenomena</subject><subject>Chemistry</subject><subject>cysteine</subject><subject>Cysteine - pharmacology</subject><subject>Deamination</subject><subject>Decarboxylation</subject><subject>Duodenum - metabolism</subject><subject>histidine</subject><subject>Histidine - pharmacology</subject><subject>Intestine, Small - metabolism</subject><subject>Ions</subject><subject>Iron - blood</subject><subject>Iron - metabolism</subject><subject>iron absorption</subject><subject>Iron Isotopes</subject><subject>Ligation</subject><subject>livestock</subject><subject>lysine</subject><subject>Lysine - pharmacology</subject><subject>Male</subject><subject>Rats</subject><subject>Serine - pharmacology</subject><subject>Stereoisomerism</subject><subject>Structure-Activity Relationship</subject><subject>Sulfhydryl Compounds - pharmacology</subject><subject>zoology</subject><issn>0022-3166</issn><issn>1541-6100</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1973</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNptkUFvGyEQhVHUKnXT3HqtyimnrMMsa3bpLbKcxJKlSnVzRizMulhecGEdyfk9_aFlY6unnuah9zHo8Qj5DGwKTPK7rb8DxqcwBS4vyARmFRQCGHtHJoyVZcFBiA_kY0pbxhhUsrkkl5VoyqqqJ-TPwv_S3mCPfqCho8sYPL1vU4j7wWX5EENPV26jB7R0jZuRSyP4Qw906QdMg_NI2yN9clnafLil82Ma8E1pb-nqmLL-Rhddh-Z8Gfvw4vyGLoN3r6N4jOGwT2989tcDRgwuhR6jS_0n8r7Tu4TX53lFnh8WP-dPxer743J-vypMJWAoasGEtNwKaBmWLRjUbY1cVMZgaeyshUZawEagtLIB2dWaM6glQJ2lnPErcnPau4_h9yFHU71LBnc77TEckmqgYXVTyQzenkATQ0oRO7WPrtfxqICpsRS19XlyBSqXkvEv572Htkf7Dz63kP2vJ7_TQelNjqye1yUDznhZAszGDeJEYI7_4jCqZBzm3qyL-VOVDe7_T_8FgdylZQ</recordid><startdate>197301</startdate><enddate>197301</enddate><creator>Van Campen, Darrell</creator><general>Elsevier Inc</general><scope>FBQ</scope><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope></search><sort><creationdate>197301</creationdate><title>Enhancement of Iron Absorption From Ligated Segments of Rat Intestine by Histidine, Cysteine, and Lysine: Effects of Removing Ionizing Groups and of Stereoisomerism</title><author>Van Campen, Darrell</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c461t-76069d3d61b0e2b1ceab7e364cce2cd5b189d1e86e9d9819f7a30179117f7a953</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>1973</creationdate><topic>Alanine - 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Decarboxylation of histidine, removal of the ε-amino of lysine, and the substitution of either a hydrogen or hydroxyl group for the sulfhydryl of cysteine all resulted in a loss of their ability to enhance iron uptake. Thus it appears that the ability of these three amino acids to form tridentate chelates is essential to their effectiveness in enhancing iron uptake. Additionally, it was found that the L isomers were not significantly better than the D forms in enhancing iron uptake, suggesting that “active transport” of the L forms is of little quantitative significance in the enhancement of iron uptake.</abstract><cop>United States</cop><pub>Elsevier Inc</pub><pmid>4682447</pmid><doi>10.1093/jn/103.1.139</doi><tpages>4</tpages><oa>free_for_read</oa></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 0022-3166 |
| ispartof | The Journal of nutrition, 1973-01, Vol.103 (1), p.139-142 |
| issn | 0022-3166 1541-6100 |
| language | eng |
| recordid | cdi_proquest_miscellaneous_81807849 |
| source | MEDLINE; Alma/SFX Local Collection |
| subjects | Alanine - pharmacology amino acids Amino Acids - metabolism Amino Acids - pharmacology animal science Animals Biological Transport, Active Chelating Agents Chemical Phenomena Chemistry cysteine Cysteine - pharmacology Deamination Decarboxylation Duodenum - metabolism histidine Histidine - pharmacology Intestine, Small - metabolism Ions Iron - blood Iron - metabolism iron absorption Iron Isotopes Ligation livestock lysine Lysine - pharmacology Male Rats Serine - pharmacology Stereoisomerism Structure-Activity Relationship Sulfhydryl Compounds - pharmacology zoology |
| title | Enhancement of Iron Absorption From Ligated Segments of Rat Intestine by Histidine, Cysteine, and Lysine: Effects of Removing Ionizing Groups and of Stereoisomerism |
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