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protochlorophyllide

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EntityQ211118· pop 6· linked from 57 articles

protochlorophyllide

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thumb|The Arabidopsis thaliana|Arabidopsis mutant (FLU), unable to control biosynthesis of protochlorophyllide, glows red in the blue light.

Chemical data

Formula
C55H69MgN4O6-
Molecular weight
906.5 g/mol
IUPAC name
magnesium (21S,22S)-16-ethenyl-11-ethyl-17-formyl-3-methoxycarbonyl-12,21,26-trimethyl-22-[3-oxo-3-[(E,7R,11R)-3,7,11,15-tetramethylhexadec-2-enoxy]propyl]-23,25-diaza-7,24-diazanidahexacyclo[18.2.1.15,8.110,13.115,18.02,6]hexacosa-1(23),2(6),3,5(26),8,10(25),11,13,15,17,19-undecaen-4-olate
SMILES
CCC1=C(C2=CC3=C(C(=C([N-]3)C=C4[C@H]([C@@H](C(=N4)C5=C6C(=C(C(=CC1=N2)[N-]6)C)C(=C5C(=O)OC)[O-])CCC(=O)OC/C=C(\C)/CCC[C@H](C)CCC[C@H](C)CCCC(C)C)C)C=O)C=C)C.[Mg+2]
InChIKey
ZVJXBSPKFPMVAZ-YKKLGNEQSA-K
Polar surface area
119 Ų
H-bond donors
0
H-bond acceptors
10
Formal charge
-1

via PubChem

Research

971 papers

via PubMed

Wikidata facts

Has part
carbon
Mass
905.5073012079099
Show 3 more facts
isomeric SMILES
C=CC1=C2C=C3N=C(C=C4N=C5C(=C4C)C([O-])=C(C(=O)OC)C5=C4[N-]C(=CC(=N2)C1=C[O-])[C@@H](C)[C@@H]4CCC(=O)OC/C=C(\C)CCC[C@H](C)CCC[C@H](C)CCCC(C)C)C(CC)=C3C.[Mg+2]
chemical formula
C₅₅H₆₉MgN₄O₆⁻
canonical SMILES
C=CC1=C2C=C3N=C(C=C4N=C5C(=C4C)C([O-])=C(C(=O)OC)C5=C4[N-]C(=CC(=N2)C1=C[O-])C(C)C4CCC(=O)OCC=C(C)CCCC(C)CCCC(C)CCCC(C)C)C(CC)=C3C.[Mg+2]
Sources (4)

via Wikidata · CC0

~5 min read

Encyclopedic overview

4 sections
Contents
  • Conversion to chlorophyll
  • Potential danger for plant
  • Biosynthesis regulatory protein FLU
  • References

thumb|The Arabidopsis thaliana|Arabidopsis mutant (FLU), unable to control biosynthesis of protochlorophyllide, glows red in the blue light.

Protochlorophyllide, or monovinyl protochlorophyllide, is an intermediate in the biosynthesis of chlorophyll a. It lacks the phytol side-chain of chlorophyll and the reduced pyrrole in ring D. Protochlorophyllide is highly fluorescent; mutants that accumulate it glow red if irradiated with blue light. In angiosperms, the later steps which convert protochlorophyllide to chlorophyll are light-dependent, and such plants are pale (chlorotic) if grown in the darkness. Gymnosperms, algae, and photosynthetic bacteria have another, light-independent enzyme and grow green in the darkness as well.

Excerpted from Wikipedia’s “protochlorophyllide” article, available under the CC BY-SA 4.0 licence.

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