nocardicin A

{{chembox

| verifiedrevid = 442120120

| ImageFile=Nocardicin A.png

| ImageSize=200px

| IUPACName=(2R)-2-Amino-4-[4-[N-hydroxy-C-[[(3S)-1- [(1R)-2-hydroxy-1-(4-hydroxyphenyl)-2- oxoethyl]-2-oxoazetidin-3- yl]carbamoyl]carbonimidoyl]phenoxy]butanoic acid

| OtherNames=

|Section1={{Chembox Identifiers

| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}

| ChemSpiderID = 4925179

| InChI1 = 1/C23H24N4O9/c24-16(22(31)32)9-10-36-15-7-3-12(4-8-15)18(26-35)20(29)25-17-11-27(21(17)30)19(23(33)34)13-1-5-14(28)6-2-13/h1-8,16-17,19,28,35H,9-11,24H2,(H,25,29)(H,31,32)(H,33,34)/b26-18+/t16-,17+,19-/m1/s1

| InChIKey1 = CTNZOGJNVIFEBA-TWTPMLPMBJ

| StdInChI_Ref = {{stdinchicite|correct|chemspider}}

| StdInChI = 1S/C23H24N4O9/c24-16(22(31)32)9-10-36-15-7-3-12(4-8-15)18(26-35)20(29)25-17-11-27(21(17)30)19(23(33)34)13-1-5-14(28)6-2-13/h1-8,16-17,19,28,35H,9-11,24H2,(H,25,29)(H,31,32)(H,33,34)/b26-18+/t16-,17+,19-/m1/s1

| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}

| StdInChIKey = CTNZOGJNVIFEBA-TWTPMLPMSA-N

| CASNo_Ref = {{cascite|correct|??}}

| CASNo=39391-39-4

| UNII_Ref = {{fdacite|correct|FDA}}

| UNII = R76HLW7Z19

| PubChem=6419429

| SMILES = O=C(O)[C@@H](c1ccc(O)cc1)N3C(=O)[C@@H](NC(=O)\C(=N\O)c2ccc(OCC[C@H](C(=O)O)N)cc2)C3

}}

|Section2={{Chembox Properties

| Formula=C23H24N4O9

| MolarMass=500.46 g/mol

| Appearance=

| Density=

| MeltingPt=

| BoilingPt=

| Solubility=

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|Section3={{Chembox Hazards

| MainHazards=

| FlashPt=

| AutoignitionPt =

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Nocardicin A is a monocyclic β-lactam antibiotic included in the monobactam subclass. It is obtained from the fermentation broth of a strain of actinomycetes Nocardia uniformis subsp. tsuyamenensis as a metabolic product catalyzed by the enzyme nocardicin-A epimerase. It is stereochemically and biologically related to penicillin and cephalosporins.{{cite web |title=Nocardicin A |url=https://pubchem.ncbi.nlm.nih.gov/compound/Nocardicin-A#:~:text=Nocardicin%20A%20is%20a%20dicarboxylic%20acid%2C%20a%20D-serine,nocardicin%20A%20%281-%29%20and%20a%20nocardicin%20A%20%282-%29. |website=pubchem.ncbi.nlm.nih.gov |access-date=12 March 2023 |language=en}}{{cn|date=March 2023}}

File:Biosynthesis of Nocardicin A.png

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References