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Glycation

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85: 97: 193:), and DNA can sustain substantial glycation over time. Damage by glycation results in stiffening of the collagen in the blood vessel walls, leading to high blood pressure, especially in diabetes. Glycations also cause weakening of the collagen in the blood vessel walls, which may lead to micro- or macro-aneurysm; this may cause strokes if in the brain. 876:
Richarme G, Liu C, Mihoub M, Abdallah J, Leger T, Joly N, Liebart JC, Jurkunas UV, Nadal M, Bouloc P, Dairou J, Lamouri A. Guanine glycation repair by DJ-1/Park7 and its bacterial homologs. Science. 2017 Jul 14;357(6347):208-211. doi: 10.1126/science.aag1095. Epub 2017 Jun 8. PMID
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Yan, S. F.; D'Agati, V.; Schmidt, A. M.; Ramasamy, R. (2007). "Receptor for Advanced Glycation Endproducts (RAGE): a formidable force in the pathogenesis of the cardiovascular complications of diabetes & aging".
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Bellier, Justine; Nokin, Marie-Julie; Lardé, Eva; Karoyan, Philippe; Peulen, Olivier; Castronovo, Vincent; Bellahcène, Akeila (2019). "Methylglyoxal, a Potent Inducer of AGEs, Connects between Diabetes and Cancer".
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in DNA is the base most susceptible to glycation. Glycated DNA, as a form of damage, appears to be as frequent as the more well studied oxidative DNA damage. A protein, designated DJ-1 (also known as
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Munch, G; Deuther-Conrad W; Gasic-Milenkovic J. (2002). "Glycoxidative stress creates a vicious cycle of neurodegeneration in Alzheimer's disease--a target for neuroprotective treatment strategies?".
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Yaylayan, Varoujan A.; Huyghues-Despointes, Alexis (1994). "Chemistry of Amadori Rearrangement Products: Analysis, Synthesis, Kinetics, Reactions, and Spectroscopic Properties".
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MĂĽnch, Gerald; et al. (27 February 1997). "Influence of advanced glycation end-products and AGE-inhibitors on nucleation-dependent polymerization of β-amyloid peptide".
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is the enzyme-mediated ATP-dependent attachment of sugars to protein or lipid. Glycosylation occurs at defined sites on the target molecule. It is a common form of
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and is implicated in some diseases and in aging. Glycation end products are believed to play a causative role in the vascular complications of
131:. It appears that fructose has approximately ten times the glycation activity of glucose, the primary body fuel. Glycation can occur through 464:"Advanced glycation end products and their circulating receptors predict cardiovascular disease mortality in older community-dwelling women" 825:"Advanced glycation end-product cross-linking inhibits biomechanical plasticity and characteristic failure morphology of native tendon" 57:, and their derivatives. Glycation is the non-enzymatic process responsible for many (e.g. micro and macrovascular) complications in 902: 513:"Serum carboxymethyl-lysine, an advanced glycation end product, is associated with increased aortic pulse wave velocity in adults" 230:), is employed in the repair of glycated DNA bases in humans, and homologs of this protein have also been identified in bacteria. 406: 462:
Semba, R. D.; Ferrucci, L.; Sun, K.; Beck, J.; Dalal, M.; Varadhan, R.; Walston, J.; Guralnik, J. M.; Fried, L. P. (2009).
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OH) are typical glycation products. They arise by the condensation of 3-deoxyglucosone with the guanidine group of an
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McPherson JD, Shilton BH, Walton DJ (March 1988). "Role of fructose in glycation and cross-linking of proteins".
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Soldatos, G.; Cooper ME (Dec 2006). "Advanced glycation end products and vascular structure and function".
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Glenn, J.; Stitt, A. (2009). "The role of advanced glycation end products in retinal ageing and disease".
907: 386: 163:—the predominant form of glycated hemoglobin—enables medium-term blood sugar control to be monitored in 892: 322:
Vlassara H (June 2005). "Advanced glycation in health and disease: role of the modern environment".
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Long-lived cells (such as nerves and different types of brain cell), long-lasting proteins (such as
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Glycations occur mainly in the bloodstream to a small proportion of the absorbed simple sugars:
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Red blood cells have a consistent lifespan of 120 days and are accessible for measurement of
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Some glycation products are implicated in many age-related chronic diseases, including
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of proteins and is required for the functioning of the mature protein.
96: 254: 128: 289:"Failure of common glycation assays to detect glycation by fructose" 249: 214: 164: 124: 112: 54: 511:
Semba, R.; Najjar, S.; Sun, K.; Lakatta, E.; Ferrucci, L. (2009).
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Biochimica et Biophysica Acta (BBA) - Molecular Basis of Disease
190: 559: 227: 160: 42: 174:(the endothelium, fibrinogen, and collagen are damaged) and 49:
molecule. Typical sugars that participate in glycation are
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Biochimica et Biophysica Acta (BBA) - General Subjects
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Encyclopedia of Biological Chemistry (Second Edition)
461: 822: 389:, in Lennarz, William J.; Lane, M. Daniel (eds.), 779: 884: 872: 870: 868: 823:Lee, J. Michael; Samuel P. Veres (2019-04-02). 598:Critical Reviews in Food Science and Nutrition 393:, Waltham: Academic Press, pp. 405–411, 865: 92:(in HbA1c, R is typically N-terminal valine) 205:induced by reactive carbonyls (principally 16:Attachment of a sugar to a protein or lipid 426: 384: 324:Annals of the New York Academy of Sciences 321: 286: 150: 848: 536: 487: 304: 468:Aging Clinical and Experimental Research 95: 83: 634:Diabetes Research and Clinical Practice 885: 385:Lima, M.; Baynes, J. W. (2013-01-01), 709: 280: 380: 378: 376: 624: 13: 399:10.1016/b978-0-12-378630-2.00120-1 201:The term DNA glycation applies to 14: 919: 373: 517:American Journal of Hypertension 196: 903:Post-translational modification 841:10.1152/japplphysiol.00430.2018 816: 773: 738: 287:Ahmed N, Furth AJ (July 1992). 145:advanced glycation end products 79: 74:post-translational modification 703: 668: 589: 553: 504: 455: 420: 240:Advanced glycation end-product 1: 829:Journal of Applied Physiology 724:10.1016/S0925-4439(96)00062-2 646:10.1016/j.diabres.2019.01.002 367: 759:10.1007/978-3-7091-6139-5_28 441:10.1016/j.bbagen.2009.04.016 68:In contrast with glycation, 7: 233: 37:attachment of a sugar to a 31:non-enzymatic glycosylation 10: 924: 575:10.2174/156652407783220732 563:Current Molecular Medicine 306:10.1093/clinchem/38.7.1301 18: 794:10.1007/s11906-006-0025-8 610:10.1080/10408399409527667 19:Not to be confused with 344:10.1196/annals.1333.051 275:List of aging processes 172:cardiovascular diseases 151:Biomedical implications 116: 93: 88:Glycation pathway via 747:J Neural Transm Suppl 137:Schiff base reactions 99: 90:Amadori rearrangement 87: 529:10.1038/ajh.2008.320 217:, breaks in DNA and 689:10.1021/bi00406a016 336:2005NYASA1043..452V 270:Glycated hemoglobin 176:Alzheimer's disease 157:glycated hemoglobin 908:Protein metabolism 782:Curr Hypertens Rep 480:10.1007/BF03325227 281:Additional reading 141:Maillard reactions 117: 94: 435:(10): 1109–1116. 408:978-0-12-378631-9 159:. Measurement of 133:Amadori reactions 63:diabetes mellitus 59:diabetes mellitus 915: 893:Ageing processes 878: 874: 863: 862: 852: 820: 814: 813: 777: 771: 770: 742: 736: 735: 707: 701: 700: 672: 666: 665: 628: 622: 621: 593: 587: 586: 557: 551: 550: 540: 508: 502: 501: 491: 459: 453: 452: 424: 418: 417: 416: 415: 382: 363: 318: 308: 143:; which lead to 923: 922: 918: 917: 916: 914: 913: 912: 883: 882: 881: 875: 866: 821: 817: 778: 774: 753:(62): 303–307. 743: 739: 708: 704: 673: 669: 629: 625: 594: 590: 558: 554: 509: 505: 460: 456: 425: 421: 413: 411: 409: 383: 374: 370: 283: 236: 199: 153: 110: 106: 82: 24: 17: 12: 11: 5: 921: 911: 910: 905: 900: 895: 880: 879: 864: 835:(4): 832–841. 815: 788:(6): 472–478. 772: 737: 702: 667: 623: 588: 569:(8): 699–710. 552: 503: 474:(2): 182–190. 454: 419: 407: 371: 369: 366: 365: 364: 319: 282: 279: 278: 277: 272: 267: 262: 257: 252: 247: 242: 235: 232: 198: 195: 152: 149: 108: 107:CH(OH)CH(OH)CH 104: 81: 78: 15: 9: 6: 4: 3: 2: 920: 909: 906: 904: 901: 899: 898:Carbohydrates 896: 894: 891: 890: 888: 873: 871: 869: 860: 856: 851: 846: 842: 838: 834: 830: 826: 819: 811: 807: 803: 799: 795: 791: 787: 783: 776: 768: 764: 760: 756: 752: 748: 741: 733: 729: 725: 721: 717: 713: 706: 698: 694: 690: 686: 683:(6): 1901–7. 682: 678: 671: 663: 659: 655: 651: 647: 643: 639: 635: 627: 619: 615: 611: 607: 604:(4): 321–69. 603: 599: 592: 584: 580: 576: 572: 568: 564: 556: 548: 544: 539: 534: 530: 526: 522: 518: 514: 507: 499: 495: 490: 485: 481: 477: 473: 469: 465: 458: 450: 446: 442: 438: 434: 430: 423: 410: 404: 400: 396: 392: 388: 381: 379: 377: 372: 361: 357: 353: 349: 345: 341: 337: 333: 330:(1): 452–60. 329: 325: 320: 316: 312: 307: 302: 299:(7): 1301–3. 298: 294: 290: 285: 284: 276: 273: 271: 268: 266: 265:Glycosylation 263: 261: 258: 256: 253: 251: 248: 246: 243: 241: 238: 237: 231: 229: 224: 220: 216: 212: 208: 207:methylglyoxal 204: 197:DNA glycation 194: 192: 188: 184: 179: 177: 173: 168: 166: 162: 158: 148: 146: 142: 138: 134: 130: 126: 122: 114: 102: 98: 91: 86: 77: 75: 71: 70:glycosylation 66: 64: 60: 56: 52: 48: 44: 40: 36: 32: 28: 22: 21:Glycosylation 832: 828: 818: 785: 781: 775: 750: 746: 740: 718:(1): 17–29. 715: 711: 705: 680: 677:Biochemistry 676: 670: 637: 633: 626: 601: 597: 591: 566: 562: 555: 523:(1): 74–79. 520: 516: 506: 471: 467: 457: 432: 428: 422: 412:, retrieved 390: 327: 323: 296: 292: 219:cytotoxicity 200: 180: 169: 154: 118: 101:Imidazolones 80:Biochemistry 67: 47:nucleic acid 30: 26: 25: 640:: 200–211. 387:"Glycation" 183:crystallins 887:Categories 414:2020-12-16 368:References 293:Clin. Chem 245:Alagebrium 203:DNA damage 255:Galactose 129:galactose 33:) is the 27:Glycation 877:28596309 859:30653412 810:31239347 802:17087858 767:12456073 662:58631777 654:30664892 583:18331228 547:19023277 498:19448391 449:19409449 360:20952378 352:16037266 250:Fructose 234:See also 215:mutation 165:diabetes 147:(AGEs). 125:fructose 115:residue. 113:arginine 55:fructose 35:covalent 850:6485690 732:9061036 697:3132203 618:7945894 538:2637811 489:2684987 332:Bibcode 315:1623595 260:Glucose 223:Guanine 211:glyoxal 185:of the 121:glucose 103:(R = CH 51:glucose 39:protein 857:  847:  808:  800:  765:  730:  695:  660:  652:  616:  581:  545:  535:  496:  486:  447:  405:  358:  350:  313:  191:cornea 139:, and 127:, and 806:S2CID 658:S2CID 356:S2CID 228:PARK7 161:HbA1c 43:lipid 855:PMID 798:PMID 763:PMID 728:PMID 716:1360 693:PMID 650:PMID 614:PMID 579:PMID 543:PMID 494:PMID 445:PMID 433:1790 403:ISBN 348:PMID 328:1043 311:PMID 209:and 189:and 187:lens 845:PMC 837:doi 833:126 790:doi 755:doi 720:doi 685:doi 642:doi 638:148 606:doi 571:doi 533:PMC 525:doi 484:PMC 476:doi 437:doi 395:doi 340:doi 301:doi 221:. 45:or 41:, 889:: 867:^ 853:. 843:. 831:. 827:. 804:. 796:. 784:. 761:. 751:62 749:. 726:. 714:. 691:. 681:27 679:. 656:. 648:. 636:. 612:. 602:34 600:. 577:. 565:. 541:. 531:. 521:22 519:. 515:. 492:. 482:. 472:21 470:. 466:. 443:. 431:. 401:, 375:^ 354:. 346:. 338:. 326:. 309:. 297:38 295:. 291:. 167:. 135:, 123:, 65:. 53:, 861:. 839:: 812:. 792:: 786:8 769:. 757:: 734:. 722:: 699:. 687:: 664:. 644:: 620:. 608:: 585:. 573:: 567:7 549:. 527:: 500:. 478:: 451:. 439:: 397:: 362:. 342:: 334:: 317:. 303:: 109:2 105:2 29:( 23:.

Index

Glycosylation
covalent
protein
lipid
nucleic acid
glucose
fructose
diabetes mellitus
diabetes mellitus
glycosylation
post-translational modification

Amadori rearrangement

Imidazolones
arginine
glucose
fructose
galactose
Amadori reactions
Schiff base reactions
Maillard reactions
advanced glycation end products
glycated hemoglobin
HbA1c
diabetes
cardiovascular diseases
Alzheimer's disease
crystallins
lens

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