1- Amino-2-sulfo

Synonyms Benzoic acid o-((3-(4,6-dimethyl-2-pyrimidinyl)ureido)sulfonyl) methyl ester DPX 5648 2-(((((4,6-Dimethyl-2-pyrimidinyI)amino)carbonyI)amino)sulfo-nyl)benzoic acid methyl ester Oust. 

Another example of manufacture in this series is the sulfonation of an aminonaphthalenesulfonic acid, followed by selected desulfonation, to make 6-amino-l,3-naphthalenedisulfonic acid (21). Thus, 2-amino-l-naphthalenesulfonic acid made by amination of 2-hydroxy-1-naphthalenesulfonic acid is added to 20 wt % oleum at ca 35°C. At this temperature, 65 wt % oleum is added and the charge is stirred for 2 h, is then slowly heated to 100°C and is maintained for 12 h to produce 6-amino-l,3,5-naphthalenetrisulfonic acid. The mass is diluted with water and maintained for 3 h at 105°C to remove the sulfo group adjacent to the amino group. After cooling to ca 20°C and filtration, 6-amino-l,3-naphthalenedisulfonic acid is obtained in 80% yield (55). 

Phthalocyanine sulfonic acids, which can be used as direct cotton dyes (1), are obtained by heating the metal phthalocyanines in oleum. One to four sulfo groups can be introduced in the 4-position by varying concentration, temperature, and reaction time (103). Sulfonyl chlorides, which are important intermediates, can be prepared from chlorosulfonic acid and phthalocyanines (104). The positions of the sulfonyl chloride groups are the same as those of the sulfonic acids (103). Other derivatives, eg, chlormethylphthalocyanines (105—107), / /f-butyl (108—111), amino (112), ethers (109,110,113—116), thioethers (117,118), carboxyl acids (119—122), esters (123), cyanides (112,124—127), and nitrocompounds (126), can be synthesized. 

Amino groups can be exchanged for sulfo or halo groups via diazotization and application of the Sandmeyer procedure. An example is the preparation of zinc(II) 2-chloro-9,16,23-trwer/-butylphthalocyaninc (6).3,9... 

CN [25-[2a,3 3(Z)]]-2-[[[l-(2-amino-4-thiazolyl)-2-[(2-methyl-4-oxo-l-sulfo-3-azetidinyl)amino]-2-oxoethylidene]amino]oxy]-2-methylpropanoic acid... 

The aldehyde oxidoreductase from Desulfovibrio gigas shows 52% sequence identity with xanthine oxidase (199, 212) and is, so far, the single representative of the xanthine oxidase family. The 3D structure of MOP was analyzed at 1.8 A resolution in several states oxidized, reduced, desulfo and sulfo forms, and alcohol-bound (200), which has allowed more precise definition of the metal coordination site and contributed to the understanding of its role in catalysis. The overall structure, composed of a single polypeptide of 907 amino acid residues, is organized into four domains two N-terminus smaller domains, which bind the two types of [2Fe-2S] centers and two much larger domains, which harbor the molybdopterin cofactor, deeply buried in the molecule (Fig. 10). The pterin cofactor is present as a cytosine dinucleotide (MCD) and is 15 A away from the molecular surface,... 

Abbreviations EPR, electron paramagnetic resonance FITC, fluorescein-5 -isothiocyanate lAEDANS, iV-iodoacetyl-N -(5-sulfo-l-naphthyl)ethylenediamine NCD, fluorescent yV-cyclohexyl-N -(4-dimethyl-amino-a-naphthyl)carbodiimide RITC, rhodamine-5 -isothiocyanate DPPE, dipalmitoylphosphatidyl-ethanolamine PE, egg phosphatidyl-ethanolamine ANS, 8-anilino-l-naphthalene sulfonate DPH, diphenylhexatriene e-ADP, l,iV -ethanoadenosine-5 -diphosphate TNP-ADP, 2 [3 ]-0-(2,4,6-trinitrophe-nyl)adenosine-5 -diphosphate. 

AMCA-Sulfo-NHS Sulfosuccinimidyl-7-amino-4-methylcoumarin-3-acetic acid MW 431... 

Fig. 10 Structures of dyes (a) 3,3 -di(3-sulfopropyl)-9-amino-thiacarbocyanine (dye 8), (b) 3,3 -di(3-sulfopropyl)-4,5,4, 5 -dibenzo-9-phcnyl-thiacarbocyanine (PTC), (c) meso-tetrakis(p-sulfo-natophenyl) porphine (TSPP, at pH lower than 4.8)...

Amino acid Naphthalene-2-sulfo- Phenyl silica 50 mM Phosphoric acid 14... 

Figure 7 Scheme for the quantitation of residual amino groups for polypeptide gels in aqueous suspension via reaetion with the ehromogenie reagent sulfosuccinimidyl-4-0-[4,4 -dimethoxytrityl] butyrate (sulfo-SDTB). 

Condensation of guanidine carbonate and acetylacetone yields the required 2-amino-4,6-dimethyIpyrimidine (Ref. 6) for sulfo-meturon methyl (Figure 6). 

A purification procedure for synthetic peptides was devised, 85 which uses the sulfo-benzoic anhydride reagent of Wieland et a 1.1X61 to terminate unreacted amino groups at each synthetic step and Sulfmoc chloride1 7 (1, Scheme 13) to derivatize the deprotected full-length peptide at the end of the synthesis. 

The Skraup reaction, in all of its modifications, has proved to be unsuccessful as a method of obtaining anthyridines. Thus when 2-amino-l,8-naphthyridine (112 R = H) and 3-amino-l,5-naphthyridine (127) are subjected to the modified Skraup reaction using sulfo-mix the products are either triazaphenanthrenes or naphthyridine by-products (75MI21103). Similarly 3,5-diaminopyridine (126) gives 1,5,9-triazaphenanthrene (129) as the only tricyclic product (see Section 2.11.5.3) (67MI21102). 

Amino-benzimidazole werden durch Kondensation von lH-Benzimidazolen mit den Alkali-metall-Salzen von O-Sulfo-hydroxylamin399,402 oder mit 0-(2,4,6-Trimethyl-benzolsulfonyl)-hydroxylamin61,78 hergestellt. 

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