Muramic acid

Muramic acid
Preferred IUPAC name 2-[3-Amino-2,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxypropanoic acid
Systematic name 2-{[3-Amino-2,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy}propanoic acid
Identifiers
CAS number	1114-41-6 Y, 40525-29-9
PubChem	441038 (2R),(3R,4R,5S,6R) Y, 12313001 (),(3R,4R,5S,6R) Y, 44123550 (2R),(2R,4R,6R) Y, 45039974 (2R),(), 433580 Y
ChemSpider	7992151 α-muramic acid N, 389857 muramic acid (mixture of anomers) Y, 394190 β-muramic acid
EC number	214-214-9
KEGG	C06470 Y
ChEBI	CHEBI:7027 Y
Beilstein Reference	2334586
3DMet	B05203
Jmol-3D images	Image 1
SMILES CC(OC1C(N)C(O)OC(CO)C1O)C(O)=O
InChI InChI=1S/C9H17NO7/c1-3(8(13)14)16-7-5(10)9(15)17-4(2-11)6(7)12/h3-7,9,11-12,15H,2,10H2,1H3,(H,13,14)/t3-,4-,5-,6-,7-,9-/m1/s1 N Key: MSFSPUZXLOGKHJ-KTZFPWNASA-N N
Properties
Molecular formula	C9H17NO7
Molar mass	251.23378
N acid (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Muramic acid is a form of sugar acid. Chemically it is the ether between lactic acid and glucosamine. It occurs naturally as an N-acetyl derivative in peptidoglycan which has many biological functions such as a component in many typical bacterial cell walls.^[1]

Chlamydiae are unusual for not having muramic acid in their cell walls.

See also

• N-Acetylmuramic acid

References

1. ^ Muramic acid - Compound Summary, PubChem.

This article about an organic compound is a stub. You can help Wikipedia by expanding it.v · Categories: Sugar acids Amino sugars Organic compound stubs Wikimedia Foundation. 2010. Игры ⚽ Поможем написать курсовую Dynamic Chiropractic Donald E. Brownlee Look at other dictionaries: muramic acid — muramo rūgštis statusas T sritis chemija apibrėžtis N acetilgliukozamino ir pieno rūgšties esteris. atitikmenys: angl. muramic acid rus. мурамовая кислота …   Chemijos terminų aiškinamasis žodynas muramic acid — 2 Amino 3 O (1 carboxyethyl) 2 deoxy d glucose; d glucosamine and lactate in ether linkage between the 3 and 2 positions, respectively; a constituent of the mureins in bacterial cell walls. * * * mu·ram·ic acid myu̇ .ram ik n an amino sugar… …   Medical dictionary muramic acid — noun Etymology: Latin murus wall + English + glucosamine + 1 ic Date: 1957 an amino sugar C9H17NO7 that is a lactic acid derivative of glucosamine and is found especially in bacterial cell walls …   New Collegiate Dictionary muramic acid — noun A compound of glucosamine and lactic acid that occurs as a component of peptidoglycan …   Wiktionary muramic acid — myu̇ˌramə̇k noun Etymology: mur (from Latin murus wall) + glucosamine + ic : an amino sugar C9H17NO7 that is a lactic acid derivative of glucosamine and is found especially in bacterial cell walls and in blue green algae …   Useful english dictionary muramic acid — (= 3 O a carboxyethyl D glucosamine) Subunit of peptidoglycan of bacterial cell walls …   Dictionary of molecular biology N-acetyl muramic acid — Sugar unit of bacterial peptidoglycan, consisting of N acetyl glucosamine bearing an ether linked lactyl residue on carbon 3. Repeating unit of the cell wall polysaccharide is N acetyl muramic acid linked to N acetyl glucosamine via a b(1 4)… …   Dictionary of molecular biology muramic — adjective Of or pertaining to muramic acid or its derivatives …   Wiktionary N-Acetylmuramic acid — Identifiers CAS number 10597 89 4 …   Wikipedia bacteria — bacterial, adj. bacterially, adv. /bak tear ee euh/, n.pl., sing. bacterium / tear ee euhm/. ubiquitous one celled organisms, spherical, spiral, or rod shaped and appearing singly or in chains, comprising the Schizomycota, a phylum of the kingdom …   Universalium 18+ © Academic, 2000-2024 Contact us: Technical Support, Advertising Dictionaries export, created on PHP, Joomla, Drupal, WordPress, MODx. Mark and share Search through all dictionaries Translate… Search Internet Share the article and excerpts Direct link … Do a right-click on the link above and select “Copy Link”