Knowledge (XXG)

Nicotianamine

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molecule ubiquitous in higher plants. It is also used as a precursor for the synthesis of phytosiderophores which play a key role in iron uptake from the soil in graminaceous plants. Biochemically, it is synthesized by the enzyme
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InChI=1S/C12H21N3O6/c13-7(10(16)17)1-4-14-8(11(18)19)2-5-15-6-3-9(15)12(20)21/h7-9,14H,1-6,13H2,(H,16,17)(H,18,19)(H,20,21)/t7-,8-,9-/m0/s1
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Zheng L, Cheng Z, Ai C, Jiang X, Bei X, Zheng Y, Glahn RP, Welch RM, Miller DD, Lei XG, Shou H (2010).
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Takahashi M, Terada Y, Nakai I, Nakanishi H, Yoshimura E, Mori S, Nishizawa NK (2003).
312: 392: 367: 490: 457: 157: 300: 123: 334: 476: 401: 23: 433:"Nicotianamine, a novel enhancer of rice iron bioavailability to humans" 383: 144: 311:
Except where otherwise noted, data are given for materials in their
103: 91: 81: 194: 45:)-1-amino}-3-carboxypropyl]azetidine-2-carboxylic acid 414:Mineral Nutrition in Higher Plants, 3rd Edition. 156: 67: 8: 209: 131: 15: 466: 456: 391: 176: 358: 255: 230: 205: 237:Key: KRGPXXHMOXVMMM-CIUDSAMLSA-N 111: 7: 258:C1CN(1C(=O)O)CC(C(=O)O)NCC(C(=O)O)N 147: 14: 342:, which uses three molecules of 22: 315:(at 25 °C , 100 kPa). 1: 305:303.31164 g/mol 458:10.1371/journal.pone.0010190 518: 309: 266: 246: 221: 51: 35: 30: 21: 340:nicotianamine synthase 37:Systematic IUPAC name 449:2010PLoSO...510190Z 347:-adenosylmethionine 18: 384:10.1105/tpc.010256 319:Infobox references 16: 502:Alpha-Amino acids 420:978-0-12-384905-2 327:Chemical compound 325: 324: 190:CompTox Dashboard 93:Interactive image 509: 481: 480: 470: 460: 428: 422: 412: 406: 405: 395: 363: 274:Chemical formula 214: 213: 198: 196: 180: 160: 149: 135: 115: 95: 71: 26: 19: 517: 516: 512: 511: 510: 508: 507: 506: 487: 486: 485: 484: 430: 429: 425: 413: 409: 365: 364: 360: 355: 335:metal-chelating 328: 321: 316: 294: 290: 286: 282: 276: 262: 259: 254: 253: 242: 239: 238: 235: 229: 228: 217: 199: 192: 183: 163: 150: 138: 118: 98: 85: 74: 61: 47: 46: 12: 11: 5: 515: 513: 505: 504: 499: 489: 488: 483: 482: 423: 407: 378:(6): 1263–80. 372:The Plant Cell 357: 356: 354: 351: 326: 323: 322: 317: 313:standard state 310: 307: 306: 303: 297: 296: 292: 288: 284: 280: 277: 272: 269: 268: 264: 263: 261: 260: 257: 249: 248: 247: 244: 243: 241: 240: 236: 233: 232: 224: 223: 222: 219: 218: 216: 215: 202: 200: 188: 185: 184: 182: 181: 173: 171: 165: 164: 162: 161: 153: 151: 143: 140: 139: 137: 136: 128: 126: 120: 119: 117: 116: 108: 106: 100: 99: 97: 96: 88: 86: 79: 76: 75: 73: 72: 64: 62: 57: 54: 53: 49: 48: 40: 39: 33: 32: 28: 27: 17:Nicotianamine 13: 10: 9: 6: 4: 3: 2: 514: 503: 500: 498: 495: 494: 492: 478: 474: 469: 464: 459: 454: 450: 446: 443:(4): e10190. 442: 438: 434: 427: 424: 421: 417: 411: 408: 403: 399: 394: 389: 385: 381: 377: 373: 369: 362: 359: 352: 350: 348: 346: 341: 336: 332: 331:Nicotianamine 320: 314: 308: 304: 302: 299: 298: 278: 275: 271: 270: 265: 256: 252: 245: 231: 227: 220: 212: 208: 207:DTXSID8037677 204: 203: 201: 191: 187: 186: 179: 175: 174: 172: 170: 167: 166: 159: 155: 154: 152: 146: 142: 141: 134: 130: 129: 127: 125: 122: 121: 114: 110: 109: 107: 105: 102: 101: 94: 90: 89: 87: 83: 78: 77: 70: 66: 65: 63: 60: 56: 55: 50: 44: 38: 34: 29: 25: 20: 497:Siderophores 440: 436: 426: 410: 375: 371: 361: 344: 330: 329: 52:Identifiers 42: 267:Properties 113:CHEBI:17721 491:Categories 353:References 301:Molar mass 178:2OGX6YHQ1F 124:ChemSpider 80:3D model ( 69:34441-14-0 59:CAS Number 477:20419136 437:PLOS ONE 402:12782722 468:2855712 445:Bibcode 295: 145:PubChem 133:8058557 475:  465:  418:  400:  393:156365 390:  251:SMILES 31:Names 333:is a 226:InChI 104:ChEBI 82:JSmol 473:PMID 416:ISBN 398:PMID 169:UNII 158:7705 463:PMC 453:doi 388:PMC 380:doi 195:EPA 148:CID 493:: 471:. 461:. 451:. 439:. 435:. 396:. 386:. 376:15 374:. 370:. 349:. 285:21 281:12 41:(2 479:. 455:: 447:: 441:5 404:. 382:: 345:S 293:6 291:O 289:3 287:N 283:H 279:C 197:) 193:( 84:) 43:S

Index


Systematic IUPAC name
CAS Number
34441-14-0
JSmol
Interactive image
ChEBI
CHEBI:17721
ChemSpider
8058557
PubChem
7705
UNII
2OGX6YHQ1F
CompTox Dashboard
DTXSID8037677
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InChI
SMILES
Chemical formula
Molar mass
standard state
Infobox references
metal-chelating
nicotianamine synthase
S-adenosylmethionine
"Role of nicotianamine in the intracellular delivery of metals and plant reproductive development"
doi
10.1105/tpc.010256
PMC

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