Chlorophyll structure: Which long-chain alcohol is esterified to plant chlorophyll molecules as the hydrophobic tail?

Difficulty: Easy

Correct Answer: Phytol

Explanation:


Introduction / Context:
Chlorophylls are tetrapyrrole pigments with a porphyrin-like ring (chlorin) chelating Mg2+ and a long hydrophobic tail that anchors the molecule in thylakoid membranes. Identifying that tail is fundamental biochemistry.



Given Data / Assumptions:

  • Plant chlorophylls a and b share a common hydrophobic tail.
  • The tail is an esterified, long-chain isoprenoid alcohol.
  • The name of this alcohol is asked.


Concept / Approach:
The hydrophobic tail is phytol, a C20 diterpenoid alcohol. It anchors chlorophyll in lipid bilayers and helps orient the light-harvesting complex within photosystems.



Step-by-Step Solution:

Recall chlorophyll anatomy: ring + Mg2+ + phytol tail.Match to options: phytol fits as the canonical tail alcohol.Eliminate other isoprenoids (dolichol, farnesol) that serve different roles.


Verification / Alternative check:
Structural depictions of chlorophyll a/b consistently label the esterified phytol chain at the ring’s propionic acid side chain.



Why Other Options Are Wrong:

Dolichol: involved in glycoprotein synthesis (dolichol phosphate).Farnesol: precursor in isoprenoid biosynthesis; not the chlorophyll tail.Retinol: vitamin A alcohol; unrelated.Squalene: triterpene hydrocarbon; not an alcohol tail of chlorophyll.


Common Pitfalls:
Confusing general isoprenoids with the specific phytol tail of chlorophyll.



Final Answer:
Phytol.

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