218:
514:
487:
495:
31:
334:
679:
Pfeifer, V., Nicholson, G. J., Ries, J., Recktenwalk, J., Schefer, A. B., Shawky, R. M., Schröder, J., Wohlleben, W., Pelzer, S. "A Polyketide
Synthase in glycopeptide Biosynthesis: the Biosynthesis of the Non-Proteogenic Amino Acid (S)-3,5-Dihydroxyphenylglycine."
483:. The tetra-carbonyl compound then cyclizes to form a C8 intermediate. DpgB/D then dehydrates the intermediate using enolate chemistry to promote the loss of water. DpgB/D isomerizes the product to aromatize the ring.
761:
521:
4-Hydroxyphenylglycine transferase synthesizes the (S) stereoisomer of DHPG, however, an epimerase switches the stereocenter to the (R) configuration after DHPG is incorporated into the vancomycin
502:
DpgC oxidizes the aromatic intermediate at the benzylic carbon using oxygen to an alpha-keto compound. DpgC performs this oxidation in absence of any iron, heme, flavin, or pterin cofactors. Chen
459:. Although the (S) stereoisomer is synthesized by the DpgA-D enzymes, it is the (R) stereoisomer that is used in vancomycin and other related compounds. DHPG is enzymatically derived from the
754:
1805:
1773:
701:
Chen, H., Tseng, C. C., Hubbard, B. K., Walsh, C. T. "Glycopeptide antibiotic biosyntehsis: Enzymatic assembly of the dedicated amino acid monomy (S)-3,5-dihydroxyphenylglycine."
347:
747:
1769:
490:
First steps of DHPG involving enzyme DpgA. DpgA condenses acetyl-CoA and malonyl-CoA into a polyketide and then cyclizes the polyketide into a C8 intermediate.
267:
1798:
1327:
1186:
943:
471:
When synthesized in bacteria, DHPG requires 5 enzymes, DpgA-D and 4-hydroxyphenylglycine transferase (Pgat), in order to be synthesized. DpgA is a
105:
2286:
2205:
1791:
722:
Widboom, P. F., Fielding, E. N., Liu, Y., Bruner, S. D. "Structural basis for cofactor-independent dioxygenation in vancomycin biosynthesis."
517:
Final steps of the biosynthesis of DHPG. The mechanism of DpgC on the intermediate substrate has been proposed by Chen et al. is included.
506:
suggest the following reaction mechanism to explain the reactivity of DpgC. This mechanism is supported by findings reported in
Widboom
498:
DHPG synthesis involving enzymes DpgB and DpgD. Aromatization of the C8 intermediate through dehydration and then alkene isomerization.
1456:
1057:
1672:
1573:
1501:
1397:
1248:
1090:
904:
790:
390:
386:
232:
2281:
2276:
2261:
1388:
1081:
781:
770:
1731:
1635:
1548:
1476:
354:
142:
2195:
1814:
1765:
472:
175:
1918:
196:
510:
in 2007. Finally, the molecule is transaminated by 4-hydroxyphenylglycine transferase using tyrosine to become DHPG.
2256:
938:
2107:
1841:
136:
1913:
1877:
1312:
1164:
396:
DHPG was the first agonist shown to be selective for group I mGluRs. Agonist activity is found in only the (
2215:
1981:
436:
2210:
2200:
2123:
444:
432:
43:
2271:
2220:
2009:
522:
213:
2266:
2169:
2035:
2029:
1859:
71:
1317:
1169:
1736:
1726:
1640:
1625:
1553:
1543:
1481:
1471:
1444:
1109:
864:
773:
641:
1439:
1154:
884:
879:
844:
2235:
2143:
1903:
1869:
1746:
1650:
1563:
1491:
1307:
1159:
1010:
894:
633:
614:
582:
428:
382:
125:
968:
739:
2001:
623:
572:
564:
290:
81:
849:
184:
1923:
1883:
1741:
1721:
1645:
1620:
1558:
1538:
1486:
1466:
1357:
1216:
1005:
963:
889:
829:
606:-Hydroxyphenylglycine and 3,5-dihydroxyphenylglycine, 2 new amino acids from the latex of
513:
494:
486:
409:
217:
2081:
1987:
1831:
658:
Yim, G., Thaker, M. N., Koteva, K., Wright, G. "Glycopeptide antibiotic biosynthesis."
577:
568:
547:
325:
30:
2250:
2230:
2047:
1287:
1134:
958:
874:
824:
556:
645:
2140:
2075:
1946:
1176:
1042:
1037:
456:
164:
1959:
1954:
2189:
1849:
1783:
1369:
1233:
1067:
1015:
1000:
480:
17:
2225:
2156:
2053:
1973:
1908:
1854:
1711:
1451:
1352:
1347:
1302:
1297:
1292:
1211:
1206:
1149:
1144:
1139:
995:
975:
476:
460:
452:
313:
116:
241:
InChI=1S/C8H9NO4/c10-6-3-1-2-5(8(6)13)9-4-7(11)12/h1-3,9-10,13H,4H2,(H,11,12)
2151:
2070:
2065:
1823:
1696:
1610:
1597:
1520:
1429:
1416:
1374:
1282:
1277:
1238:
1129:
1124:
953:
928:
839:
834:
819:
251:
InChI=1/C8H9NO4/c10-6-3-1-2-5(8(6)13)9-4-7(11)12/h1-3,9-10,13H,4H2,(H,11,12)
586:
637:
628:
601:
2087:
2041:
1662:
1362:
1221:
1025:
1020:
854:
424:
419:)-DHPG has been investigated for therapeutic effects in the treatment of
2175:
1933:
1052:
1047:
1032:
869:
378:
151:
1937:
1895:
1655:
1592:
1272:
1267:
1226:
1119:
1114:
420:
401:
324:
Except where otherwise noted, data are given for materials in their
1701:
1630:
1602:
1525:
1434:
1421:
1342:
1332:
1201:
1191:
990:
933:
512:
493:
485:
104:
94:
1691:
1337:
1196:
1062:
985:
923:
809:
1787:
743:
442:
3,5-Dihydroxyphenylglycine can be isolated from the latex of
201:
1673:
1574:
1502:
1398:
1249:
1091:
905:
791:
342:
2139:
2132:
2116:
2100:
2022:
2000:
1972:
1945:
1932:
1893:
1868:
1840:
1821:
1671:
1572:
1500:
1396:
1387:
1247:
1089:
1080:
903:
789:
780:
475:synthase and initiates the synthesis by condensing
163:
80:
1799:
755:
8:
51:)-2-amino-2-(3,5-dihydroxyphenyl)acetic acid
541:
539:
537:
2136:
2019:
1997:
1969:
1942:
1806:
1792:
1784:
1393:
1086:
786:
762:
748:
740:
216:
124:
22:
1774:Glutamate metabolism/transport modulators
1681:Tooltip Metabotropic glutamate receptor 8
1582:Tooltip Metabotropic glutamate receptor 7
1510:Tooltip Metabotropic glutamate receptor 6
1406:Tooltip Metabotropic glutamate receptor 4
1257:Tooltip Metabotropic glutamate receptor 3
1099:Tooltip Metabotropic glutamate receptor 2
913:Tooltip Metabotropic glutamate receptor 5
799:Tooltip Metabotropic glutamate receptor 1
627:
576:
183:
1770:Ionotropic glutamate receptor modulators
59:3,5-dihydroxyphenylglycine, DHPG, S-DHPG
600:Müller, P.; Schütte, H. R. (May 1968).
533:
272:
237:
212:
141:
423:injury (such as those associated with
244:Key: RCPPFACRJDEDFY-UHFFFAOYSA-N
7:
318:183.05 g mol
1313:Pomaglumetad methionil (LY-2140023)
1165:Pomaglumetad methionil (LY-2140023)
682:The Journal of Biological Chemistry
254:Key: RCPPFACRJDEDFY-UHFFFAOYAU
154:
569:10.1111/j.1527-3458.2002.tb00218.x
14:
383:metabotropic glutamate receptors
332:
29:
1709:Positive allosteric modulators:
1660:Negative allosteric modulators:
1449:Positive allosteric modulators:
1367:Negative allosteric modulators:
1231:Negative allosteric modulators:
1174:Positive allosteric modulators:
1030:Negative allosteric modulators:
973:Positive allosteric modulators:
771:Metabotropic glutamate receptor
546:Wiśniewski K.; Car, H. (2002).
328:(at 25 °C , 100 kPa).
1:
2287:Non-proteinogenic amino acids
1815:Non-proteinogenic amino acids
1766:Receptor/signaling modulators
371:)-3,5-Dihydroxyphenylglycine
16:For the antiviral drug, see
2108:List of abiotic amino acids
1919:Azetidine-2-carboxylic acid
2303:
660:The Journal of Antibiotics
275:C1=CC(=C(C=C1(C(=O)O)N)O)O
143:3,5-dihydroxyphenylglycine
15:
2184:
1759:
1298:LY-404,039 (pomaglumetad)
1145:LY-404,039 (pomaglumetad)
523:non-ribosomal polypeptide
322:
283:
263:
228:
64:
56:
42:
37:
28:
1177:JNJ-40411813 (ADX-71149)
479:with three molecules of
2282:MGlu5 receptor agonists
2277:MGlu1 receptor agonists
1878:gamma-Aminobutyric acid
24:Dihydroxyphenylglycine
2262:Amino acid derivatives
2117:Engineered amino acids
2060:Dihydroxyphenylglycine
1982:2-Aminoisobutyric acid
518:
499:
491:
451:DHGP is also found in
2124:Expanded genetic code
692:(42/19), 38370-38377.
629:10.1515/znb-1968-0516
608:Euphorbia helioscopia
552:)-3,5-DHPG: a review"
516:
497:
489:
445:Euphorbia helioscopia
433:cognitive enhancement
2010:Carboxyglutamic acid
2170:Aminolevulinic acid
2101:Abiotic amino acids
2036:Aminolevulinic acid
2030:4-Aminobenzoic acid
1860:Diaminopimelic acid
1842:bacterial cell wall
473:type III polyketide
437:Alzheimer's disease
412:of group I mGluRs.
25:
2236:Dehydroamino acids
2196:Encoded (proteins)
713:(26), 14901-14906.
519:
500:
492:
463:synthase pathway.
355:Infobox references
23:
2257:Alpha-Amino acids
2244:
2243:
2206:Non-proteinogenic
2165:
2164:
2144:citric acid cycle
2096:
2095:
2018:
2017:
1996:
1995:
1968:
1967:
1904:ADDA (amino acid)
1870:neurotransmitters
1781:
1780:
1755:
1754:
1704:
1605:
1528:
1424:
1383:
1382:
1076:
1075:
615:Z. Naturforsch. B
363:Chemical compound
361:
360:
197:CompTox Dashboard
106:Interactive image
2294:
2137:
2020:
2002:clotting factors
1998:
1970:
1943:
1808:
1801:
1794:
1785:
1702:
1682:
1678:
1603:
1583:
1579:
1526:
1511:
1507:
1422:
1407:
1403:
1394:
1258:
1254:
1100:
1096:
1087:
914:
910:
800:
796:
787:
764:
757:
750:
741:
735:
720:
714:
699:
693:
677:
671:
656:
650:
649:
631:
597:
591:
590:
580:
543:
408:)-DHPG may be a
345:
339:
336:
335:
291:Chemical formula
221:
220:
205:
203:
187:
167:
156:
145:
128:
108:
84:
33:
26:
2302:
2301:
2297:
2296:
2295:
2293:
2292:
2291:
2247:
2246:
2245:
2240:
2239:
2221:Secondary amino
2180:
2161:
2128:
2112:
2092:
2014:
1992:
1964:
1928:
1924:Quisqualic acid
1889:
1884:Quisqualic acid
1864:
1836:
1817:
1812:
1782:
1777:
1751:
1680:
1677:
1667:
1581:
1578:
1568:
1509:
1506:
1496:
1405:
1402:
1379:
1256:
1253:
1243:
1098:
1095:
1072:
964:Quisqualic acid
912:
909:
899:
830:Quisqualic acid
798:
795:
776:
768:
738:
721:
717:
700:
696:
678:
674:
657:
653:
599:
598:
594:
545:
544:
535:
531:
469:
410:partial agonist
364:
357:
352:
351:
350: ?)
341:
337:
333:
329:
307:
303:
299:
293:
279:
276:
271:
270:
259:
256:
255:
252:
246:
245:
242:
236:
235:
224:
214:DTXSID901311536
206:
199:
190:
170:
157:
131:
111:
98:
87:
74:
60:
52:
21:
12:
11:
5:
2300:
2298:
2290:
2289:
2284:
2279:
2274:
2269:
2264:
2259:
2249:
2248:
2242:
2241:
2238:
2233:
2228:
2223:
2218:
2213:
2208:
2203:
2198:
2186:
2185:
2182:
2181:
2179:
2178:
2173:
2166:
2163:
2162:
2160:
2159:
2154:
2148:
2146:
2134:
2130:
2129:
2127:
2126:
2120:
2118:
2114:
2113:
2111:
2110:
2104:
2102:
2098:
2097:
2094:
2093:
2091:
2090:
2085:
2082:Hydroxyproline
2079:
2073:
2068:
2063:
2057:
2051:
2045:
2039:
2033:
2026:
2024:
2016:
2015:
2013:
2012:
2006:
2004:
1994:
1993:
1991:
1990:
1988:Enduracididine
1985:
1978:
1976:
1966:
1965:
1963:
1962:
1957:
1951:
1949:
1940:
1930:
1929:
1927:
1926:
1921:
1916:
1911:
1906:
1900:
1898:
1891:
1890:
1888:
1887:
1881:
1874:
1872:
1866:
1865:
1863:
1862:
1857:
1852:
1846:
1844:
1838:
1837:
1835:
1834:
1832:Hydroxyproline
1828:
1826:
1819:
1818:
1813:
1811:
1810:
1803:
1796:
1788:
1779:
1778:
1760:
1757:
1756:
1753:
1752:
1750:
1749:
1744:
1739:
1734:
1729:
1724:
1715:
1714:
1699:
1694:
1685:
1683:
1675:
1669:
1668:
1666:
1665:
1653:
1648:
1643:
1638:
1633:
1628:
1623:
1614:
1613:
1608:
1600:
1595:
1586:
1584:
1576:
1570:
1569:
1567:
1566:
1561:
1556:
1551:
1546:
1541:
1532:
1531:
1523:
1514:
1512:
1504:
1498:
1497:
1495:
1494:
1489:
1484:
1479:
1474:
1469:
1460:
1459:
1454:
1442:
1437:
1432:
1427:
1419:
1410:
1408:
1400:
1391:
1385:
1384:
1381:
1380:
1378:
1377:
1372:
1360:
1355:
1350:
1345:
1340:
1335:
1330:
1321:
1320:
1315:
1310:
1305:
1300:
1295:
1290:
1285:
1280:
1275:
1270:
1261:
1259:
1251:
1245:
1244:
1242:
1241:
1236:
1224:
1219:
1214:
1209:
1204:
1199:
1194:
1189:
1180:
1179:
1167:
1162:
1157:
1152:
1147:
1142:
1137:
1132:
1127:
1122:
1117:
1112:
1103:
1101:
1093:
1084:
1078:
1077:
1074:
1073:
1071:
1070:
1065:
1060:
1055:
1050:
1045:
1040:
1035:
1023:
1018:
1013:
1008:
1003:
998:
993:
988:
979:
978:
966:
961:
956:
951:
946:
941:
936:
931:
926:
917:
915:
907:
901:
900:
898:
897:
892:
887:
882:
877:
872:
867:
858:
857:
852:
847:
842:
837:
832:
827:
822:
817:
812:
803:
801:
793:
784:
778:
777:
769:
767:
766:
759:
752:
744:
737:
736:
715:
694:
672:
651:
622:(5): 659–663.
592:
563:(1): 101–116.
532:
530:
527:
468:
465:
362:
359:
358:
353:
331:
330:
326:standard state
323:
320:
319:
316:
310:
309:
305:
301:
297:
294:
289:
286:
285:
281:
280:
278:
277:
274:
266:
265:
264:
261:
260:
258:
257:
253:
250:
249:
247:
243:
240:
239:
231:
230:
229:
226:
225:
223:
222:
209:
207:
195:
192:
191:
189:
188:
180:
178:
172:
171:
169:
168:
160:
158:
150:
147:
146:
139:
133:
132:
130:
129:
121:
119:
113:
112:
110:
109:
101:
99:
92:
89:
88:
86:
85:
77:
75:
70:
67:
66:
62:
61:
58:
54:
53:
46:
40:
39:
35:
34:
13:
10:
9:
6:
4:
3:
2:
2299:
2288:
2285:
2283:
2280:
2278:
2275:
2273:
2270:
2268:
2265:
2263:
2260:
2258:
2255:
2254:
2252:
2237:
2234:
2232:
2231:D-amino acids
2229:
2227:
2224:
2222:
2219:
2217:
2214:
2212:
2209:
2207:
2204:
2202:
2199:
2197:
2193:
2191:
2187:
2183:
2177:
2174:
2171:
2168:
2167:
2158:
2155:
2153:
2150:
2149:
2147:
2145:
2142:
2138:
2135:
2133:Intermediates
2131:
2125:
2122:
2121:
2119:
2115:
2109:
2106:
2105:
2103:
2099:
2089:
2086:
2083:
2080:
2077:
2074:
2072:
2069:
2067:
2064:
2061:
2058:
2055:
2052:
2049:
2048:Penicillamine
2046:
2044:(insectiside)
2043:
2040:
2037:
2034:
2031:
2028:
2027:
2025:
2021:
2011:
2008:
2007:
2005:
2003:
1999:
1989:
1986:
1983:
1980:
1979:
1977:
1975:
1971:
1961:
1958:
1956:
1953:
1952:
1950:
1948:
1947:Beta-peptides
1944:
1941:
1939:
1935:
1931:
1925:
1922:
1920:
1917:
1915:
1912:
1910:
1907:
1905:
1902:
1901:
1899:
1897:
1892:
1885:
1882:
1879:
1876:
1875:
1873:
1871:
1867:
1861:
1858:
1856:
1853:
1851:
1848:
1847:
1845:
1843:
1839:
1833:
1830:
1829:
1827:
1825:
1820:
1816:
1809:
1804:
1802:
1797:
1795:
1790:
1789:
1786:
1776:
1775:
1771:
1767:
1764:
1758:
1748:
1745:
1743:
1740:
1738:
1735:
1733:
1730:
1728:
1725:
1723:
1720:
1717:
1716:
1713:
1710:
1706:
1700:
1698:
1695:
1693:
1690:
1687:
1686:
1684:
1679:
1670:
1664:
1661:
1657:
1654:
1652:
1649:
1647:
1644:
1642:
1639:
1637:
1634:
1632:
1629:
1627:
1624:
1622:
1619:
1616:
1615:
1612:
1609:
1607:
1601:
1599:
1596:
1594:
1591:
1588:
1587:
1585:
1580:
1571:
1565:
1562:
1560:
1557:
1555:
1552:
1550:
1547:
1545:
1542:
1540:
1537:
1534:
1533:
1530:
1524:
1522:
1519:
1516:
1515:
1513:
1508:
1499:
1493:
1490:
1488:
1485:
1483:
1480:
1478:
1475:
1473:
1470:
1468:
1465:
1462:
1461:
1458:
1455:
1453:
1450:
1446:
1443:
1441:
1438:
1436:
1433:
1431:
1428:
1426:
1420:
1418:
1415:
1412:
1411:
1409:
1404:
1395:
1392:
1390:
1386:
1376:
1373:
1371:
1368:
1364:
1361:
1359:
1356:
1354:
1351:
1349:
1346:
1344:
1341:
1339:
1336:
1334:
1331:
1329:
1326:
1323:
1322:
1319:
1316:
1314:
1311:
1309:
1306:
1304:
1301:
1299:
1296:
1294:
1291:
1289:
1288:Ibotenic acid
1286:
1284:
1281:
1279:
1276:
1274:
1271:
1269:
1266:
1263:
1262:
1260:
1255:
1246:
1240:
1237:
1235:
1232:
1228:
1225:
1223:
1220:
1218:
1215:
1213:
1210:
1208:
1205:
1203:
1200:
1198:
1195:
1193:
1190:
1188:
1185:
1182:
1181:
1178:
1175:
1171:
1168:
1166:
1163:
1161:
1158:
1156:
1153:
1151:
1148:
1146:
1143:
1141:
1138:
1136:
1135:Ibotenic acid
1133:
1131:
1128:
1126:
1123:
1121:
1118:
1116:
1113:
1111:
1108:
1105:
1104:
1102:
1097:
1088:
1085:
1083:
1079:
1069:
1066:
1064:
1061:
1059:
1056:
1054:
1051:
1049:
1046:
1044:
1041:
1039:
1036:
1034:
1031:
1027:
1024:
1022:
1019:
1017:
1014:
1012:
1009:
1007:
1004:
1002:
999:
997:
994:
992:
989:
987:
984:
981:
980:
977:
974:
970:
967:
965:
962:
960:
959:Ibotenic acid
957:
955:
952:
950:
947:
945:
942:
940:
937:
935:
932:
930:
927:
925:
922:
919:
918:
916:
911:
902:
896:
893:
891:
888:
886:
883:
881:
878:
876:
875:Cyclothiazide
873:
871:
868:
866:
863:
860:
859:
856:
853:
851:
848:
846:
843:
841:
838:
836:
833:
831:
828:
826:
825:Ibotenic acid
823:
821:
818:
816:
813:
811:
808:
805:
804:
802:
797:
788:
785:
783:
779:
775:
772:
765:
760:
758:
753:
751:
746:
745:
742:
733:
729:
725:
719:
716:
712:
708:
704:
698:
695:
691:
687:
683:
676:
673:
669:
665:
661:
655:
652:
647:
643:
639:
635:
630:
625:
621:
618:(in German).
617:
616:
611:
609:
605:
596:
593:
588:
584:
579:
574:
570:
566:
562:
559:
558:
557:CNS Drug Rev.
553:
551:
542:
540:
538:
534:
528:
526:
524:
515:
511:
509:
505:
496:
488:
484:
482:
478:
474:
466:
464:
462:
458:
457:glycopeptides
454:
449:
447:
446:
440:
438:
434:
430:
426:
422:
418:
413:
411:
407:
403:
399:
394:
392:
388:
384:
380:
376:
372:
370:
356:
349:
344:
327:
321:
317:
315:
312:
311:
295:
292:
288:
287:
282:
273:
269:
262:
248:
238:
234:
227:
219:
215:
211:
210:
208:
198:
194:
193:
186:
182:
181:
179:
177:
174:
173:
166:
162:
161:
159:
153:
149:
148:
144:
140:
138:
135:
134:
127:
123:
122:
120:
118:
115:
114:
107:
103:
102:
100:
96:
91:
90:
83:
79:
78:
76:
73:
69:
68:
63:
55:
50:
45:
41:
36:
32:
27:
19:
2188:
2141:Mitochondria
2076:Homocysteine
2059:
2056:(Alzheimers)
2038:(metabolism)
1762:
1761:
1719:Antagonists:
1718:
1708:
1688:
1659:
1618:Antagonists:
1617:
1589:
1536:Antagonists:
1535:
1517:
1464:Antagonists:
1463:
1448:
1413:
1366:
1325:Antagonists:
1324:
1318:Talaglumetad
1264:
1230:
1184:Antagonists:
1183:
1173:
1170:Talaglumetad
1106:
1043:Dipraglurant
1038:Basimglurant
1029:
983:Antagonists:
982:
972:
948:
920:
862:Antagonists:
861:
814:
806:
731:
727:
723:
718:
710:
706:
702:
697:
689:
685:
681:
675:
667:
663:
659:
654:
619:
613:
607:
603:
595:
560:
555:
549:
520:
507:
503:
501:
470:
467:Biosynthesis
455:and related
450:
443:
441:
416:
414:
405:
397:
395:
377:is a potent
374:
368:
366:
365:
65:Identifiers
57:Other names
48:
2272:Resorcinols
2226:Imino acids
2190:Amino acids
2050:(chelation)
1850:Lanthionine
1445:VU-0155,041
1370:Decoglurant
1234:Decoglurant
1068:Raseglurant
1016:Remeglurant
1001:Mavoglurant
865:BAY 36-7620
481:malonyl-CoA
381:of group I
284:Properties
82:162870-29-3
18:ganciclovir
2267:Nootropics
2251:Categories
2216:Glucogenic
2157:Citrulline
2084:(collagen)
2054:Norleucine
1974:Antibiotic
1914:thialysine
1909:Canavanine
1855:Norleucine
1712:AZ12216052
1452:Foliglurax
1440:VU-001,171
1353:LY-341,495
1348:LY-307,452
1303:LY-487,379
1293:LY-379,268
1212:LY-341,495
1207:LY-307,452
1155:LY-566,332
1150:LY-487,379
1140:LY-379,268
996:LY-344,545
976:LSN2463359
885:LY-456,236
880:LY-367,385
774:modulators
734:, 342-345.
529:References
477:acetyl-CoA
461:polyketide
453:vancomycin
314:Molar mass
185:CF5G2G268A
117:ChemSpider
93:3D model (
72:CAS Number
44:IUPAC name
2211:Ketogenic
2201:Essential
2152:Ornithine
2071:Norvaline
2066:Sarcosine
1960:β-Leucine
1955:β-Alanine
1824:cell wall
1763:See also:
1697:Glutamate
1689:Agonists:
1611:LSP2-9166
1598:Glutamate
1590:Agonists:
1521:Glutamate
1518:Agonists:
1430:LSP2-9166
1417:Glutamate
1414:Agonists:
1389:Group III
1375:RO4491533
1283:Glutamate
1278:Eglumegad
1265:Agonists:
1239:RO4491533
1130:Glutamate
1125:Eglumegad
1107:Agonists:
954:Glutamate
929:ADX-47273
921:Agonists:
845:Ro67-7476
840:Ro67-4853
835:Ro01-6128
820:Glutamate
807:Agonists:
385:(mGluRs)
2088:Hypusine
2042:Canaline
1747:UBP-1112
1663:ADX71743
1651:UBP-1112
1564:UBP-1112
1492:UBP-1112
1363:MGS-0039
1308:MGS-0028
1222:MGS-0039
1160:MGS-0028
1082:Group II
1026:SIB-1893
1021:SIB-1757
1011:NPS-2390
895:NPS-2390
855:Theanine
670:, 31-41.
646:94822221
587:12070529
425:ischemia
421:neuronal
126:11377133
2176:Cystine
2172:(5-ALA)
2078:(heart)
1934:Medical
1886:(toxic)
1053:GRN-529
1048:Fenobam
1033:AZD9272
969:VU-1545
870:CPCCOEt
782:Group I
638:4385921
578:6741645
429:hypoxia
404:, and (
379:agonist
348:what is
346: (
308:
152:PubChem
2062:(DHPG)
2032:(PABA)
1938:Health
1896:toxins
1894:human
1880:(GABA)
1822:Plant
1656:XAP044
1593:AMN082
1273:DCG-IV
1268:CBiPES
1227:PCCG-4
1120:DCG-IV
1115:CBiPES
724:Nature
644:
636:
585:
575:
435:, and
402:isomer
391:mGluR5
387:mGluR1
343:verify
340:
268:SMILES
165:443586
38:Names
2192:types
2023:Other
1984:(AIB)
1674:mGluR
1631:MMPIP
1575:mGluR
1503:mGluR
1435:PHCCC
1399:mGluR
1343:HYDIA
1333:CECXG
1328:APICA
1250:mGluR
1202:HYDIA
1192:CECXG
1187:APICA
1092:mGluR
991:DMeOB
934:CDPPB
906:mGluR
850:VU-71
792:mGluR
642:S2CID
508:et al
504:et al
233:InChI
95:JSmol
1742:MTPG
1737:MSOP
1732:MPPG
1727:MAP4
1722:CPPG
1705:-AP4
1692:DCPG
1646:MTPG
1641:MSOP
1636:MPPG
1626:MAP4
1621:CPPG
1606:-AP4
1559:MTPG
1554:MSOP
1549:MPPG
1544:MAP4
1539:CPPG
1529:-AP4
1487:MTPG
1482:MSOP
1477:MPPG
1472:MAP4
1467:CPPG
1457:MPEP
1425:-AP4
1358:MCPG
1338:EGLU
1217:MCPG
1197:EGLU
1110:BINA
1063:MTEP
1058:MPEP
1006:MCPG
986:CTEP
949:DHPG
939:CHPG
924:ACPD
890:MCPG
815:DHPG
810:ACPD
728:2007
707:2001
703:PNAS
686:2001
664:2017
634:PMID
583:PMID
389:and
375:DHPG
176:UNII
137:MeSH
944:DFB
732:447
690:276
624:doi
573:PMC
565:doi
431:),
427:or
373:or
202:EPA
155:CID
2253::
2194::
1772:•
1768:•
1707:;
1658:;
1447:;
1365:;
1229:;
1172:;
1028:;
971:;
730:,
726:,
711:98
709:,
705:,
688:,
684:,
668:67
666:,
662:,
640:.
632:.
620:23
612:.
581:.
571:.
554:.
548:"(
536:^
525:.
448:.
439:.
400:)-
393:.
304:NO
1936:/
1807:e
1800:t
1793:v
1703:L
1676:8
1604:L
1577:7
1527:L
1505:6
1423:L
1401:4
1252:3
1094:2
908:5
794:1
763:e
756:t
749:v
648:.
626::
610:"
604:m
602:"
589:.
567::
561:8
550:S
417:S
415:(
406:S
398:S
369:S
367:(
338:Y
306:4
302:9
300:H
298:8
296:C
204:)
200:(
97:)
49:S
47:(
20:.
Text is available under the Creative Commons Attribution-ShareAlike License. Additional terms may apply.
