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How to read a Fischer projection

Fischer projection rules: horizontal bonds come toward you, vertical bonds go away — plus how to convert to and from a 3D drawing.

Quick answer In a Fischer projection, horizontal lines are bonds coming out of the page toward you; vertical lines are bonds going away. The carbon at each crossing is implicit. Most common for sugars and amino acids, where the longest carbon chain runs vertically with the most-oxidized carbon at the top.

The convention

A Fischer projection is a stick figure of a stereocenter (or a chain of stereocenters). Each cross has a carbon at the center; the two horizontal lines are bonds wedging out of the page; the two vertical lines are bonds dashing into the page. The molecule is always drawn with the chain "eclipsed" — every neighboring carbon is anti-periplanar, never staggered.

D vs L sugars

For a sugar like glucose, look at the bottom stereocenter (the one farthest from the most-oxidized end). If its OH is on the right, it's a D sugar; on the left, L. Most natural sugars are D. For amino acids, the bottom stereocenter is the α-carbon: NH₂ on the left = L (the natural form for proteins), on the right = D.

Reading R/S off a Fischer

Because horizontal lines come toward you, the standard "lowest priority in back" trick is inverted. Trick: if the lowest priority group is on a horizontal line, read the 1→2→3 rotation as drawn and then flip the assignment. If the lowest priority is on a vertical line, read it directly.

Manipulating Fischers

Rotating a Fischer projection 90° flips every stereocenter (you turn a row into a column). Rotating 180° in the plane leaves every stereocenter unchanged. Swapping any two groups at one stereocenter inverts that stereocenter. Two swaps gets you back to the original.

Draw this on the whiteboard

Open the OChem Board whiteboard — benzene rings, wedge/dash bonds, and a clickable periodic table built in. No account needed.

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