Synthesis of protein conjugates and analogues of N-acetylneuraminic acid

1990 ◽  
Vol 68 (11) ◽  
pp. 2045-2054 ◽  
Author(s):  
René Roy ◽  
Craig A. Laferrière
Keyword(s):  
Bovine Serum Albumin ◽  
Serum Albumin ◽  
Tetanus Toxoid ◽  
Bovine Serum ◽  
Reductive Amination ◽  
Reductive Ozonolysis ◽  
Acetylneuraminic Acid ◽  
Protein Conjugates ◽  
Step Procedure ◽  
Acidic Resin

N-Acetylneuraminic acid (1) was prepared from the salivary gland mucins of the Chinese swiftlet by an improved procedure using acidic resin hydrolysis. Compound 1 was transformed into the known acetochloroneuraminic acid (3) by a new two-step procedure. Koenigs–Knorr glycosylation of 3 followed by subsequent reductive ozonolysis of the 2-propenyl α-glycoside afforded the key aldehyde precursors 7 and 8, which were coupled to bovine serum albumin or tetanus toxoid by reductive amination. The factors influencing the extent of incorporation were investigated. A series of N-acetylneuraminic acid analogues modified at strategic functionalities were also synthesized. Keywords: sialic acid, N-acetylneuraminic acid, neoglycoproteins, bovine serum albumin, tetanus toxoid.

Antibodies to Indolealkylamines; Serotonin and Melatonin

1974 ◽  
Vol 52 (3) ◽  
pp. 196-202 ◽  
Author(s):  
Lee J. Grota ◽  
Gregory M. Brown
Keyword(s):  
Bovine Serum Albumin ◽  
Serum Albumin ◽  
Bovine Serum ◽  
Molar Ratio ◽  
Double Immunodiffusion ◽  
Protein Conjugates ◽  
Spectrophotometric Data ◽  
Freund’S Adjuvant ◽  
Freund's Adjuvant

Serotonin, N-acetyl serotonin, and 5-methoxy-N-acetyl serotonin (melatonin) were conjugated to bovine serum albumin (BSA) using formaldehyde. The molar ratio of hapten to protein was determined spectrophotometrically. Spectrophotometric data indicated that serotonin and N-acetyl serotonin but not melatonin were conjugated to bovine serum albumin. Selected hapten–protein conjugates were suspended in Freund's adjuvant and injected into rabbits. Antisera were harvested monthly and screened by double immunodiffusion. Immunodiffusion and inhibition tests indicated that antibodies raised to serotonin–BSA reacted with serotonin and 5-methoxytryptamine but failed to cross react with N-acetyl serotonin or melatonin. Inhibition tests indicated that antibodies to N-acetyl serotonin – BSA reacted with N-acetyl serotonin and cross reacted with melatonin but not with serotonin or 5-methoxytryptamine.

Synthesis and Characterization of Hapten-Protein Conjugates for Antibody Production against Cyanogenic Glycosides

2015 ◽  
Vol 78 (7) ◽  
pp. 1408-1413 ◽  
Author(s):  
ISLAMIYAT FOLASHADE BOLARINWA
Keyword(s):  
Bovine Serum Albumin ◽  
Serum Albumin ◽  
Antibody Titer ◽  
Bovine Serum ◽  
Polyclonal Antibodies ◽  
Enzyme Linked Immunosorbent Assay ◽  
Cyanogenic Glycosides ◽  
Protein Conjugates ◽  
Novel Approach ◽  
Cyanogenic Plants

Consumption of cyanogenic plants can cause serious health problems for humans. The ability to detect and quantify cyanogenic glycosides, capable of generating cyanide, could contribute to prevention of cyanide poisoning from the consumption of improperly processed cyanogenic plants. Hapten-protein conjugates were synthesized with amygdalin and linamarin by using a novel approach. Polyclonal antibodies were generated by immunizing four New Zealand White rabbits with synthesized amygdalin-bovine serum albumin and linamarin-bovine serum albumin immunogen. This is the first time an antibody was produced against linamarin. Antibody titer curves were obtained from all the four rabbits by using a noncompetitive enzyme-linked immunosorbent assay. High antibody titer was obtained at dilutions greater than 1:50,000 from both immunogens. This new method is an important step forward in preventing ingestion of toxic cyanogenic glycosides.

Lack of specificity of current anti-digoxin antibodies, and preparation of a new, specific polyclonal antibody that recognizes the carbohydrate moiety of digoxin.

1985 ◽  
Vol 31 (10) ◽  
pp. 1625-1631 ◽  
Author(s):  
B Thong ◽  
S J Soldin ◽  
C A Lingwood
Keyword(s):  
Bovine Serum Albumin ◽  
Serum Albumin ◽  
Polyclonal Antibody ◽  
Bovine Serum ◽  
Lactone Ring ◽  
Cross Reactivity ◽  
Carbohydrate Moiety ◽  
Reductive Ozonolysis ◽  
Bovine Serum Albumin Conjugate ◽  
Specific Polyclonal Antibody

Abstract Current immunoassays for digoxin do not distinguish digoxin from its glycosidic metabolites. We have synthesized a novel digoxin/bovine serum albumin conjugate via reductive ozonolysis of the lactone ring such that the carbohydrate moiety of digoxin remains intact. Antibodies raised against this conjugate show minimal cross reactivity to digoxigenin, bisdigitoxide, monodigitoxide, digoxigenin, and digitoxin. With this antibody, digoxin can be measured in the presence of these metabolites.

Synthesis and Identification of the Ciprofloxacin Hapten-Protein Conjugates

2013 ◽  
Vol 781-784 ◽  
pp. 1244-1247
Author(s):  
Xuan Yun Huang ◽  
Dong Mei Huang ◽  
Yong Fu Shi ◽  
Bing Feng ◽  
Hui Juan Yu ◽  
...  
Keyword(s):  
Bovine Serum Albumin ◽  
Serum Albumin ◽  
Bovine Serum ◽  
Sulfonic Acid ◽  
High Sensitivity ◽  
Animal Tissues ◽  
Benzene Sulfonic Acid ◽  
Protein Conjugates ◽  
Optimized Conditions ◽  
Carbodiimide Coupling

In order to generate the specific antibody of small molecular hapten-ciprofloxacin for detecting the Ciprofloxacin residues in edible animal tissues. A modified Carbodiimide coupling method was developed to obtain the immunogenic conjugates through coupling ciprofloxacin with bovine serum albumin in five different proportions. The conjugates were characterized and verified by electrophoresis,the trinitro-benzene-sulfonic acid (TNBS) method and ultraviolet spectra scanning. A quantitative analysis of the density of ciprofloxacin-bovine serum albumin conjugates suggested that a high conjugate density 30:1 could be obtained in the optimized conditions. By immunizing the mice, the antibody showed high sensitivity toward ciprofloxacin with an IC50of 4.69 ng/ml. This study confirmed a practical approach for the ciprofloxacin-bovine serum albumin conjugates, through which the high potent antisera specific for ciprofloxacin hapten can be produced for immunoassay.

scholarly journals Production and properties of antisera to dexamethasone–protein conjugates

1973 ◽  
Vol 133 (2) ◽  
pp. 401-404 ◽  
Author(s):  
M. C. Dumasia ◽  
D. I. Chapman ◽  
M. S. Moss ◽  
C. O'Connor
Keyword(s):  
Bovine Serum Albumin ◽  
Serum Albumin ◽  
Bovine Serum ◽  
Cross Reaction ◽  
Protein Conjugates ◽  
The Cross

Antibodies to dexamethasone 21-hemisuccinate conjugated to bovine serum albumin were produced in rabbits. Antisera diluted 1:3000 bound 50% of 90pg of [1,2-3H]dexamethasone. The cross-reaction of the antisera with other synthetic and natural corticosteroids was measured.

scholarly journals Novel Aflatoxin Derivatives and Protein Conjugates

Molecules ◽  
2007 ◽  
Vol 12 (3) ◽  
pp. 641-653 ◽  
Author(s):  
Christian Cervino ◽  
Dietmar Knopp ◽  
Michael Weller ◽  
Reinhard Niessner
Keyword(s):  
Bovine Serum Albumin ◽  
Serum Albumin ◽  
Bovine Serum ◽  
Maldi Ms ◽  
Uv Absorption ◽  
Preparative Hplc ◽  
Two Dimensional ◽  
Protein Conjugates ◽  
Carcinogenic Effects ◽  
Fast Synthesis

Aflatoxins, a group of structurally related mycotoxins, are well known for their toxic and carcinogenic effects in humans and animals. Aflatoxin derivatives and protein conjugates are needed for diverse analytical applications. This work describes a reliable and fast synthesis of novel aflatoxin derivatives, purification by preparative HPLC and characterisation by ESI-MS and one- and two-dimensional NMR. Novel aflatoxin bovine serum albumin conjugates were prepared and characterised by UV absorption and MALDI-MS. These aflatoxin protein conjugates are potentially interesting as immunogens for the generation of aflatoxin selective antibodies with novel specificities.

Comparative Binding Analysis ofN-Acetylneuraminic Acid in Bovine Serum Albumin and Human α-1 Acid Glycoprotein

2018 ◽  
Vol 59 (1) ◽  
pp. 326-338 ◽  
Author(s):  
Subramani Karthikeyan ◽  
Ganesan Bharanidharan ◽  
Sriram Ragavan ◽  
Saravanan Kandasamy ◽  
Shanmugavel Chinnathambi ◽  
...  
Keyword(s):  
Bovine Serum Albumin ◽  
Serum Albumin ◽  
Bovine Serum ◽  
Acid Glycoprotein ◽  
Acetylneuraminic Acid ◽  
Binding Analysis ◽  
Comparative Binding
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