before vowels an-, word-forming element meaning: 1. "upward, up in place or time," 2. "back, backward, against," 3. "again, anew," from Greek ana (prep.) "up, on, upon; up to, toward; throughout; back, backwards; again, anew," from an extended form of PIE root *an- (1) "on, upon, above" (see on, which is the English cognate). In old medical prescriptions, ana by itself meant "an equal quantity of each."

word-forming element of Latin origin meaning "backwards; behind," from Latin retro (prep.) "backward, back, behind," usually in reference to place or position, rarely of time, "formerly, in the past," probably originally the ablative form of *reteros, based on re- "back" (see re-).

L. retro stands to re- as intro, "in, within"; to in, "in," and as citro, "hither," stands to cis, "on this side." [Klein]

Common in combinations in post-classical Latin (the classical equivalent was post-). Active in English as a word-forming element from mid-20c.

also rhachio-, before vowels rachi-, word-forming element meaning "spinal, pertaining to the vertebrae," from Latinized form of Greek rhakhis "spine, back," metaphorically "ridge (of a mountain), rib of a leaf," a word of uncertain origin. Compare Greek rhakhos "thorn hedge."

before vowels pale- word-forming element used in scientific combinations (mostly since c. 1870) meaning "ancient, early, prehistoric, primitive, fossil," from Latinized form of Greek palaios "old, ancient," from palai "long ago, far back" (from PIE root *kwel- (2) "far" in space or time).

word-forming element meaning "back, back from, back to the original place;" also "again, anew, once more," also conveying the notion of "undoing" or "backward," etc. (see sense evolution below), c. 1200, from Old French re- and directly from Latin re- an inseparable prefix meaning "again; back; anew, against."

Watkins (2000) describes this as a "Latin combining form conceivably from Indo-European *wret-, metathetical variant of *wert- "to turn." De Vaan says the "only acceptable etymology" for it is a 2004 explanation which reconstructs a root in PIE *ure "back."

In earliest Latin the prefix became red- before vowels and h-, a form preserved in redact, redeem, redolent, redundant, redintegrate, and, in disguise, render (v.). In some English words from French and Italian re- appears as ra- and the  following consonant is often doubled (see rally (v.1)).

The many meanings in the notion of "back" give re- its broad sense-range: "a turning back; opposition; restoration to a former state; "transition to an opposite state." From the extended senses in "again," re- becomes "repetition of an action," and in this sense it is extremely common as a formative element in English, applicable to any verb. OED writes that it is "impossible to attempt a complete record of all the forms resulting from its use," and adds that "The number of these is practically infinite ...."   

Often merely intensive, and in many of the older borrowings from French and Latin the precise sense of re- is forgotten, lost in secondary senses, or weakened beyond recognition, so that it has no apparent semantic content (receive, recommend, recover, reduce, recreate, refer, religion, remain, request, require). There seem to have been more such words in Middle English than after, e.g. recomfort (v.) "to comfort, console; encourage;" recourse (n.) "a process, way, course." Recover in Middle English also could mean "obtain, win" (happiness, a kingdom, etc.) with no notion of getting something back, also "gain the upper hand, overcome; arrive at;" also consider the legal sense of recovery as "obtain (property) by judgment or legal proceedings." 

And, due to sound changes and accent shifts, re- sometimes entirely loses its identity as a prefix (rebel, relic, remnant, restive, rest (n.2) "remainder," rally (v.1) "bring together"). In a few words it is reduced to r-, as in ransom (a doublet of redemption), rampart, etc.

It was used from Middle English in forming words from Germanic as well as Latin elements (rebuild, refill, reset, rewrite), and was used so even in Old French (regret, regard, reward, etc.).

Prefixed to a word beginning with e, re- is separated by a hyphen, as re-establish, re-estate, re-edify, etc. ; or else the second e has a dieresis over it: as, reëstablish, reëmbark, etc. The hyphen is also sometimes used to bring out emphatically the sense of repetition or iteration : as, sung and re-sung. The dieresis is not used over other vowels than e when re is prefixed : thus, reinforce, reunite, reabolish. [Century Dictionary, 1895]

1898 in the modern sense of "change the order of" (earlier "to change, alter, 16c. but obsolete thereafter), from Latin permutatus, past participle of permutare "change thoroughly, exchange" (see permutation). "Probably regarded by those who use it as a back-formation from permutation" [OED]. Compare permute. Related: Permutated; permutating.

assimilated form of com- "with, together" before stems beginning in -l-. In early Latin, com- was assimilated to these as con-, but col- later also was used. Latin words in coll- became col- in Old French and thus in early Middle English but were altered back to coll- with the revival of learning.

before vowels ap-, word-forming element meaning "of, from, away from; separate, apart from, free from," from Greek apo "from, away from; after; in descent from," in compounds, "asunder, off; finishing, completing; back again," of time, "after," of origin, "sprung from, descended from; because of," from PIE root *apo- "off, away" (source also of Sanskrit apa "away from," Avestan apa "away from," Latin ab "away from, from," Gothic af, Old English of "away from," Modern English of, off).

word-forming element of Latin origin meaning 1. "lack of, not" (as in dishonest); 2. "opposite of, do the opposite of" (as in disallow); 3. "apart, away" (as in discard), from Old French des- or directly from Latin dis- "apart, asunder, in a different direction, between," figuratively "not, un-," also "exceedingly, utterly." Assimilated as dif- before -f- and to di- before most voiced consonants.

The Latin prefix is from PIE *dis- "apart, asunder" (source also of Old English te-, Old Saxon ti-, Old High German ze-, German zer-). The PIE root is a secondary form of *dwis- and thus is related to Latin bis "twice" (originally *dvis) and to duo, on notion of "two ways, in twain" (hence "apart, asunder").

In classical Latin, dis- paralleled de- and had much the same meaning, but in Late Latin dis- came to be the favored form and this passed into Old French as des-, the form used for compound words formed in Old French, where it increasingly had a privative sense ("not"). In English, many of these words eventually were altered back to dis-, while in French many have been altered back to de-. The usual confusion prevails.

As a living prefix in English, it reverses or negatives what it is affixed to. Sometimes, as in Italian, it is reduced to s- (as in spend, splay, sport, sdain for disdain, and the surnames Spencer and Spence).

the later Romans evidently found words beginning in sc-, sp-, st- difficult or unpleasant to pronounce; in Late Latin forms begin to emerge in i- (such as ispatium, ispiritu), and from 5c. this shifted to e-. The development was carried into the Romanic languages, especially Old French, and the French words were modified further after 15c. by natural loss of -s- (the suppression being marked by an acute accent on the e-), while in other cases the word was formally corrected back to the Latin spelling (for example spécial). Hence French état for Old French estat for Latin status, etc. It also affected Romanic borrowings from Germanic (such as espy, eschew).

A different e- is a reduced form of Latin ex- before consonants (see ex-), and the e- in enough is an unfelt survival of an Old English alternative form of ge-.