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Detail of "7672-27-7"

  • MSDS Download
  • CAS Number:
  • 7672-27-7
  • Name:
  • L-Ornithine,N5-[imino(nitroamino)methyl]-, phenylmethyl ester

  • Molecular Structure:
  • Formula:
  • C13H19 N5 O4
  • Molecular Weight:
  • 481.52
  • Synonyms:
  • Ornithine,N5-(nitroamidino)-, benzyl ester (7CI); Ornithine, N5-(nitroamidino)-, benzylester, L- (8CI); L-NABE; N5-(Nitroamidino)-L-ornithine benzyl ester;NG-Nitro-L-arginine benzyl ester; Nw-Nitro-L-arginine benzyl ester; Nw-Nitroarginine benzyl ester
  • Density:
  • 1.37g/cm3
  • Boiling Point:
  • 484°Cat760mmHg
  • Flash Point:
  • 246.5°C

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Reference

Partial sequences of histones with tuftsin activity
Partial sequences of histones with tuftsin activity. Konopinska, D.; Nawrocka, E.; Siemion,I. Z.; Slopek, S.; Szymaniec, St.; Klonowska, E. (Inst. 7672-27-7 and 2483-54-7 are cas registry numbers. These chemicals are also mentioned in this article. Chem., Univ. Wroclaw, Wroclaw, Pol.). Int. J. Pept. Protein Res., 9(1), 71-7 (English) 1977. CODEN: IJPPC3. DOCUMENT TYPE: Journal CA Section: 34 (Synthesis of Amino Acids, Peptides, and Proteins) Section cross-reference(s): 2, 6 Tuftsin, H-Thr-Lys-Pro-Arg-OH, was prepd. by deblocking BOC-Pro-Arg(NO2)-OCH2Ph (BOC = Me3CO2C) with CF3CO2H, coupling to Z-Thr-Lys(Z)-NHNH2 (Z = PhCH2O2C), and completely deblocking the resulting Z-Thr-Lys-Pro-Arg(NO2)-OCH2Ph by hydrogenating over Pd-BaSO4. Six tuftsin analogs (e.g., H-Thr-Lys-Pro-Ala-OH) were also prepd. by similar methods. Tetrapeptide analogs contg. only 1 basic residue in position 2 or 4 are highly potent phagocytosis-stimulating agents. Also, analogs with 2 basic amino acids in vicinal positions are also very active. However, biol. activity was lost for H-Thr-Gly-Gly-Lys-OH and H-Thr-Lys-Ala-Ala-OH in which a bulky residue in position 3 was replaced by glycine or alanine. .
Synthesis and properties of tuftsin, L-threonyl-L-lysyl-L-prolyl-L-arginine
Synthesis and properties of tuftsin, L-threonyl-L-lysyl-L-prolyl-L-arginine. Vicar, J.Some chemicals with cas registry numbers like 51298-62-5 and 7672-27-7 are also used.; Gut, V.; Fric, I.; Blaha, K. (Chem. Ustav Lek. Fak., Univ. Palackeho, Olomouc, Czech.). Collect. Czech. Chem. Commun., 41(11), 3467-73 (English) 1976. CODEN: CCCCAK. DOCUMENT TYPE: Journal CA Section: 34 (Synthesis of Amino Acids, Peptides, and Proteins) (In this abstr. NPS = 2-O2NC6H4S, Z = PhCH2O2C, Bzl = PhCH2, Tos = 4-MeC6H4SO2). The title compd. I was prepd. by fragment condensation in 5 steps and characterized by CD and stimulation of phagocytosis. Thus, NPS-Thr was condensed with Lys(Z)-Pro-OMe by the carbodiimide method to give 50% NPS-Thr-Lys(Z)-Pro-OMe (II). Alternatively, II was prepd. in 77% yield by reaction in the presence of 1-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline (EEDQ). II gave by alk. hydrolysis 79% NPS-Thr-Lys(Z)-Pro (III) which condensed with Arg(NO2)-OBzl in the presence of EEDQ to yield 59% NPS-Thr-Lys(Z)-Pro-Arg(NO2)-OBzl (IV). IV was treated with HCl in Et2O to remove the NPS group (92% yield), the product was deblocked with anhyd. HF in anisole at 0.degree., and the HF salt of I converted to the acetate on Amberlite IR-4B in 92% yield. Similarly, III was condensed with Arg(NO2)-OMe in the presence of EEDQ to give 60% NPS-Thr-Lys(Z)-Pro-Arg(NO2)-OMe which analogously gave Thr-Lys-Pro-Arg-OMe.HF salt. .
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