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Acetylmuramyl-Alanyl-Isoglutamine

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Definition: Peptidoglycan immunoadjuvant originally isolated from bacterial cell wall fragments; also acts as pyrogen and may cause arthritis; stimulates both humoral and cellular immunity.  /biosyn permitted; DF: AMAIG   
Pharmacological Action Adjuvants, Immunologic 		Other names Muramyl Dipeptide; Mur-NAc-L-Ala-D-isoGln; N Acetylmuramyl L Alanyl D Isoglutamine; N Acetyl Muramyl L Alanyl D Glutamic alpha Amide; Mur NAc L Ala D isoGln; Isoglutamine, Acetylmuramyl Alanyl; Dipeptide, Muramyl; Alanyl Isoglutamine, Acetylmuramyl; N-Acetylmuramyl-L-Alanyl-D-Isoglutamine; N-Acetyl-Muramyl-L-Alanyl-D-Glutamic-alpha-Amide; Acetylmuramyl Alanyl Isoglutamine
 
SubstanceCAS Registry & nameCategoriesSourceDrugs*
N(2)-(O-benzyl-N-(acetylmuramyl)-alanyl-isoglutaminyl)-N(6)-(3-nitrocinnamoyl)-lysine  0   Acetylmuramyl-Alanyl-Isoglutamine/*analogs & derivatives. J Med Chem 2005 Aug 11;48(16):5112-22
N-trans-2-((2-(acetylamino)cyclohexyl)acetyl)-alanyl-glutamic acid  0   Acetylmuramyl-Alanyl-Isoglutamine/*analogs & derivatives. J Med Chem 1998 Feb 12;41(4):530-9
GMTP-N-DPG  0   Acetylmuramyl-Alanyl-Isoglutamine/*analogs & derivatives. Vaccine 1997 Nov;15(16):1748-52
1,6-anhydro N-acetylmuramyl-alanyl-glutamyl-diaminopimelic acid  0   Acetylmuramyl-Alanyl-Isoglutamine/*analogs & derivatives. EMBO J 1994 Oct 3;13(19):4684-94
glikopin  0   Acetylmuramyl-Alanyl-Isoglutamine/*analogs & derivatives. Zh Mikrobiol Epidemiol Immunobiol 1993 Nov-Dec;(6):87-8
O-(2-acetamido-2-deoxy-6-O-(2-tetradecylhexadecanoyl)glucopyranosyl)-1-4-N-acetylnormuramoyl-alpha-aminobutanoyl-isoglutamine  0   *Disaccharides Acetylmuramyl-Alanyl-Isoglutamine/*analogs & derivatives. Carbohydr Res 1994 Jan 3;251:269-84
O-(2-acetamido-2-deoxy-6-O-stearoylglucopyranosyl)-1-4-N-acetylnormuramoyl-alpha-aminobutanoyl-isoglutamine  0   *Disaccharides Acetylmuramyl-Alanyl-Isoglutamine/*analogs & derivatives. Carbohydr Res 1994 Jan 3;251:269-84
Syntex adjuvant formulation  0   *Polysorbates Acetylmuramyl-Alanyl-Isoglutamine/*analogs & derivatives Squalene/*analogs & derivatives Adjuvants, Immunologic Emulsions. Res Immunol 1992 Jun;143(5):519-25
GM 53  89643-23-2   *Pimelic Acids Acetylmuramyl-Alanyl-Isoglutamine/*analogs & derivatives. Osaka Daigaku Shigaku Zasshi 1990 Jun;35(1):60-77
disaccharide tripeptide  0   *Phosphatidylcholines *Phosphatidylglycerols Acetylmuramyl-Alanyl-Isoglutamine/*analogs & derivatives. J Immunother 1991;10(4):256
N-(2-O-(2-acetamido-1,2,3,5-tetradeoxy-1,5-iminoglucitol-3-yl)lactoyl)alanyl-isoglutamine  131432-97-8   Acetylmuramyl-Alanyl-Isoglutamine/*analogs & derivatives. Carbohydr Res 1990;208:267
N-acetylglucosamine-N-acetylmuramyl-alanyl-isoglutaminyl-alanyl-glycerol dipalmitoyl  130114-83-9   *Disaccharides *Palmitates Acetylmuramyl-Alanyl-Isoglutamine/*analogs & derivatives. Mol Biother 1990;2(1):50
2,2'-O-(2,2'-diacetamido-2,3,2',3'-tetradeoxy-6,6'-di-O-(2-tetradecylhexadecanoyl)-alpha,alpha'-trehalose-3,3'-diyl)bis(N-lactoyl-alanyl-isoglutamine)  127896-98-4   *Disaccharides Acetylmuramyl-Alanyl-Isoglutamine/*analogs & derivatives. Carbhohydr Res 1989;195(1);59
glucosaminylmuramyl-2-alanine-D-isoglutamine  97590-38-0   Acetylmuramyl-Alanyl-Isoglutamine/*analogs & derivatives.
Pharma Action Adjuvants, Immunologic 		Antibiotic Khimioter 1989;34(11):836
N-acetylmuramyl-alanyl-isoglutamyl-lysine-fluorescein isothiocyanate  0   Acetylmuramyl-Alanyl-Isoglutamine/*analogs & derivatives Fluorescein-5-isothiocyanate/*analogs & derivatives. Am J Respir Cell Mol Biol 1990;2(2):171
N-palmitoylmuramyl-alanyl-isoglutamine  78408-99-8   Acetylmuramyl-Alanyl-Isoglutamine/*analogs & derivatives. Jpn J Exp Med 1988;58(6):243
LHRH, N-Ac-muramyl-Ala-iso-Glu-LysNH2  110083-09-5   Acetylmuramyl-Alanyl-Isoglutamine/*analogs & derivatives Gonadotropin-Releasing Hormone. J Leukoc Biol 1988;44(5):448
N-acetylmuramyl-threonyl-isoglutamine  66112-59-2   Acetylmuramyl-Alanyl-Isoglutamine/*analogs & derivatives. Vaccine 1987;5(3):223
N-acetylmuramyl-alanyl-isoglutaminyl-(3'-iodo-4'-azidophenylalanine) methyl ester  111364-35-3   Acetylmuramyl-Alanyl-Isoglutamine/*analogs & derivatives. FEBS Lett 1987;220(1):93
1,6-anhydromuramyl-alanyl-glutamyl-diaminopimelyl-alanine  107783-60-8   Acetylmuramyl-Alanyl-Isoglutamine/*analogs & derivatives. Brain Res 1987;403(2):258
N-(2-acetamido-2,3-dideoxyglucos-3-yl)glycyl-alanyl-glutamine methyl ester  107910-44-1   Acetylmuramyl-Alanyl-Isoglutamine/*analogs & derivatives. J Carbohydr Res 1986;155:266
N-(2-acetamido-2,3-dideoxyglucopyranos-3-yl)glycyl-alanyl-isoglutamine methyl ester  107910-43-0   Acetylmuramyl-Alanyl-Isoglutamine/*analogs & derivatives. J Carbohydr Res 1986;155:266
6-O-(3-hydroxy-2-docosylhexacosanoyl)muramyl dipeptide  81649-55-0   Acetylmuramyl-Alanyl-Isoglutamine/*analogs & derivatives. Infect Immunol 1986;53(3):517
technetium Tc 99m muramylpolypeptide  0   *Organotechnetium Compounds Acetylmuramyl-Alanyl-Isoglutamine/*analogs & derivatives. Nuklearmedizin 1986;25(1):28
N-acetyl-nor-muramyl-L-alanyl-D-isoglutamine  61136-12-7   Acetylmuramyl-Alanyl-Isoglutamine/*analogs & derivatives. Antimicrob Agents Chemother 1985;28(5):589
N-acetylmuramyl-alanyl-isoglutamine-alanyl-cholesterol  99518-28-2   *Cholesterol Esters Acetylmuramyl-Alanyl-Isoglutamine/*analogs & derivatives. J Biol Response Mod 1985;4(5):464
epsilon-aminocaproic murabutide  0   Acetylmuramyl-Alanyl-Isoglutamine/*analogs & derivatives. Biochem Biophys Res Commun 1985;131(1):70
6-O-stearoyl-N-acetylmuramyl-alpha-aminobutyryl-isoglutamine  92627-93-5   Acetylmuramyl-Alanyl-Isoglutamine/*analogs & derivatives. Infect Immun 1985;48(2):409
B 30-muramyl dipeptide  66880-80-6   Acetylmuramyl-Alanyl-Isoglutamine/*analogs & derivatives. Scand J Infect Dis 1984;16(4):393
1-(N-acetylmuramyl-alanyl-isoglutaminyl)-2,3-dipalmitoyl-sn-glycerol  95238-29-2 D-alpha-Glutamine, N2-(N-(N-acetylmuramoyl)-L-alanyl)-, (+)  *Triglycerides Acetylmuramyl-Alanyl-Isoglutamine/*analogs & derivatives. Cancer Res 1985;45(1):128
N-acetylmuramyl-alanylglutamine methyl ester  79787-27-2   Acetylmuramyl-Alanyl-Isoglutamine/*analogs & derivatives. Am J Physiol 1984;247(3 pt 1):C169
SQ 28370  94359-14-5 D-Glucitol, 2-(acetylamino)-3-O-(2-((2-((1-carboxy-3-((5,6-diamino-1-carboxy-6-oxohexyl)amino)-3-oxopropyl)amino)-1-methyl-2-oxoethyl)amino)-1-methyl-2-oxoethyl)-2-deoxy-, (1S-(1R*(S*(R*(S*))),5S*))  Acetylmuramyl-Alanyl-Isoglutamine/*analogs & derivatives. J Antibiot (Tokyo) 1984;37(4):325
muracein C  91105-26-9 Muracein C  Acetylmuramyl-Alanyl-Isoglutamine/*analogs & derivatives. J Antibiot (Tokyo) 1984;37(4):325
muracein B  90965-61-0 D-Alanine, N-(N-acetylmuramoyl)-L-alanyl-D-gamma-glutamyl-7-oxo-L-erythro-2,6,7-triaminoheptanoyl-D-alanyl  Acetylmuramyl-Alanyl-Isoglutamine/*analogs & derivatives. J Antibiot (TOkyo) 1984;37(4):325
muracein A  90965-60-9 D-Lysinamide, N6-(N-(N-(N-acetylmuramoyl)-L-alanyl)-D-gamma-glutamyl)-6-carboxy-, erythro  Acetylmuramyl-Alanyl-Isoglutamine/*analogs & derivatives. J Antibiot (Tokyo) 1984;37(4):325
N-acetylmuramyl-alanyl-isoglutamine 3'-n-propyl ester  79795-28-1   Acetylmuramyl-Alanyl-Isoglutamine/*analogs & derivatives. Infect Immun 1984;44(2):344
N-acetyl-thiomuramyl-alanyl-isoglutamine  83375-11-5   Acetylmuramyl-Alanyl-Isoglutamine/*analogs & derivatives. Carbohydr Res 1983;123(2):183
N-acetylmuramyl-alanyl-isoglutaminyl-lysine  59275-09-1 L-Lysine, N2-(N2-(N-(N-acetylmuramoyl)-L-alanyl)-D-alpha-glutaminyl)  Acetylmuramyl-Alanyl-Isoglutamine/*analogs & derivatives. Proc Natl Acad Sci USA 1983;79(19):6102
N-acetyl-demethylmuramyl-alanyl-isoglutamine  60355-77-3 D-alpha-Glutamine, N2-(N-(N-acetylmuramoyl)glycyl)  Acetylmuramyl-Alanyl-Isoglutamine/*analogs & derivatives. Mycopathologia 1983;81(1):35
muramylNAc-Ala-isoGln-Lys-tripeptide-PE  83461-56-7 L-Alaninamide, N-(N-acetylmuramoyl)-L-alanyl-D-alpha-glutaminyl-N-(4-hydroxy-10-oxo-7-((1-oxohexadecyl)oxy)-3,5,9-trioxa-4-phosphapentacos-1-yl)-, P-oxide, (R)  *Phosphatidylethanolamines Acetylmuramyl-Alanyl-Isoglutamine/*analogs & derivatives.
Pharma Action Adjuvants, Immunologic ; Immunologic Factors 		Prog Clin Biol Res 1982;102(A):347
N-acetylmuramyl-aminobutyryl-isoglutamine  66112-58-1   Acetylmuramyl-Alanyl-Isoglutamine/*analogs & derivatives. Infect Immun 1983;39(1):172
romurtide  78113-36-7 L-Lysine, N2-(N2-(N-(N-acetylmuramoyl)-L-alanyl)-D-alpha-glutaminyl)-N6-(1-oxooctadecyl)  Acetylmuramyl-Alanyl-Isoglutamine/*analogs & derivatives.
Pharma Action Adjuvants, Immunologic 		Infect Immun 1982;338(3):848
6-O-stearoyl-N-acetylmuramyl-alanylisoglutamine  60398-08-5 D-alpha-Glutamine, N2-(N-(N-acetyl-6-O-(1-oxooctadecyl)muramoyl)-L-alanyl)  Acetylmuramyl-Alanyl-Isoglutamine/*analogs & derivatives. Infect Immun 1982;37(1):292
AcMu-Ala-iso-Gln-meso-2,2'-diaminopimelic acid-Ala-Ala  83487-85-8 D-Alanine, N-(N-acetylmuramoyl)-L-alanyl-D-alpha-glutaminyl-meso-alpha,epsilon-diaminopimelyl-D-alanyl  Acetylmuramyl-Alanyl-Isoglutamine/*analogs & derivatives. Int J Immunopharmacol 1982;4(3):143
muramylNAc-Ala-isoGln-Lys-tripeptide  64374-58-9 DL-Lysine, N2-(N2-(N-(N-acetylmuramoyl)-L-alanyl)-D-alpha-glutaminyl)-6-carboxy-, erythro  Acetylmuramyl-Alanyl-Isoglutamine/*analogs & derivatives Peptidoglycan. Int J Immunopharmacol 1982;4(3):143
sleep-promoting factor S  68994-03-6   Acetylmuramyl-Alanyl-Isoglutamine/*analogs & derivatives Cytotoxins. J Biol Chem 1982;257(4):1664
N-acetylmuramyl-alanylglutamine-n-butyl ester  74817-61-1 D-Glutamine, N2-(N-(N-acetylmuramoyl)-L-alanyl)-, butyl ester  Acetylmuramyl-Alanyl-Isoglutamine/*analogs & derivatives.
Pharma Action Adjuvants, Immunologic ; Anti-HIV Agents 		Infect Immun 1982;35(2):417
N-acetylmuramyl-serylisoglutamine  60355-76-2   Acetylmuramyl-Alanyl-Isoglutamine/*analogs & derivatives. Cancer Res 1981;41(7):2654
1-O-(alanyl-isoglutaminyl-alanine)-glycerol-3-mycolate  0   Acetylmuramyl-Alanyl-Isoglutamine/*analogs & derivatives. Infect Immun 1980;27(3):826
1-O-(acetylmuramyl-alanyl-isoglutaminyl-alanine)-glycerol-3-mycolate  0   Acetylmuramyl-Alanyl-Isoglutamine/*analogs & derivatives. Infect Immun 1980;27(3):826
N-acetyl-beta-glucosaminyl-N-acetylmuramyl-alanylisoglutamine  70280-03-4 D-alpha-Glutamine, N2-(N-(N-acetyl-4-O-(2-(acetylamino)-2-deoxy-beta-D-glucopyranosyl)muramoyl)-L-alanyl)  Acetylmuramyl-Alanyl-Isoglutamine/*analogs & derivatives.
Pharma Action Adjuvants, Immunologic 		Microbiol Immunol 1979;23(9):933
quinonyl-MDP-66  72921-52-9 D-alpha-Glutamine, N2-(N-(N-acetyl-6-O-(10-(4,5-dimethoxy-2-methyl-3,6-dioxo-1,4-cyclohexadien-1-yl)-1-oxodecyl)muramoyl)-L-valyl)-, methyl ester  Acetylmuramyl-Alanyl-Isoglutamine/*analogs & derivatives. Gan 1979;70(6):847
N-acetyl-6-amino-6-deoxymuramoyl dipeptide  0   Acetylmuramyl-Alanyl-Isoglutamine/*analogs & derivatives. Carbohydr Res 1980;79(1):C20
muramoyl-alanylisoglutamine  81655-72-3 D-alpha-Glutamine, N2-(N-muramoyl-L-alanyl)-, monohydrochloride  Acetylmuramyl-Alanyl-Isoglutamine/*analogs & derivatives. Carbohydr Res 1980;79(1):C17
disaccharide tetrapeptide  60230-18-4 D-Alanine, N-(N-acetyl-4-O-(2-(acetylamino)-2-deoxy-beta-D-glucopyranosyl)muramoyl)-L-alanyl-D-gamma-glutamyl-meso-alpha,epsilon-diaminopimelyl  Acetylmuramyl-Alanyl-Isoglutamine/*analogs & derivatives. Biokhimiia 44(10):1864;1979
N-acetylmuramyl-alanyl-seryl-isoglutamine  0   Acetylmuramyl-Alanyl-Isoglutamine/*analogs & derivatives. Cancer Res 39(11):4756;1979
dimethyl-N-acetylmuramyl-alanylglutamate  60355-79-5 D-Glutamic acid, N-(N-(N-acetylmuramoyl)-L-alanyl)-, dimethyl ester  Acetylmuramyl-Alanyl-Isoglutamine/*analogs & derivatives. J Infect Dis 138(6):760;1978
mycoloyl-N-acetylmuramyl-alanylisoglutamine  0   Acetylmuramyl-Alanyl-Isoglutamine/*analogs & derivatives. Infect Immun 20(3):600;1978; Microbiol Immunol 1979;23(8):821
N-acetylmuramyl-alanylglutamic acid  59366-95-9   Acetylmuramyl-Alanyl-Isoglutamine/*analogs & derivatives. Inf Immun 15(1):332;1977
acetylmuramyl-valylisoglutamine  66112-56-9   Acetylmuramyl-Alanyl-Isoglutamine/*analogs & derivatives. Microbiol Immunol 1981;25(10):1047
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