Creatine Imino Sugar Amide Salts for Hydrolysis Resistance
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Solution Overview
Problem
Current creatine supplementation methods, particularly oral administration, face challenges in stability and efficacy due to the hydrolysis of creatine esters, which limits their nutritional and therapeutic benefits when used alone or in combination with strength training.
Innovation Solution
The development of stable creatine imino sugar amide salts, formed by combining creatine with an imino sugar via an amide linkage and an inorganic or organic acid, which are more resistant to hydrolysis and offer enhanced solubility and efficacy, suitable for oral and parenteral administration in various forms such as tablets, capsules, and powders.
Engineering Contradictions & Design Principles
Engineering Contradiction Analysis
1Reliability
If creatine esters are used for supplementation, then nutritional and therapeutic benefits are provided, but stability is poor due to hydrolysis
Solution Approach 1:
The patent combines creatine with imino sugar through an amide linkage to form a composite molecule (creatine imino sugar amide). This composite structure integrates the beneficial properties of both creatine (energy metabolism) and imino sugar (enzymatic inhibition), while the amide bond provides enhanced stability against hydrolysis compared to creatine esters alone.
Solution Approach 2:
The patent modifies the chemical structure of creatine by converting the ester linkage to an amide linkage with imino sugar. This parameter change (from ester to amide bond) fundamentally alters the hydrolytic stability, as amide bonds are significantly more resistant to hydrolysis than ester bonds, thereby resolving the stability issue.
2Ease of operation
If creatine is administered orally, then supplementation is achieved, but efficacy is limited by hydrolysis
Solution Approach 1:
The creatine imino sugar amide composite maintains the oral administration advantage while improving efficacy. The imino sugar component provides enzymatic inhibition that protects the creatine moiety from degradation, ensuring that orally administered creatine reaches the target tissues effectively without being hydrolyzed in the digestive system.
Solution Approach 2:
The imino sugar acts as an intermediary protective agent that inhibits enzymes responsible for creatine degradation. By introducing this intermediary substance through the amide linkage, the patent enables creatine to survive the digestive process and maintain its efficacy after oral administration.
3Use of energy by moving object
If creatine esters are used, then energy supplementation is provided, but solubility and stability are compromised
Solution Approach 1:
The patent creates a composite molecule that combines the energy-supplementing creatine moiety with the imino sugar moiety. The imino sugar component, with its multiple hydroxyl groups, enhances the overall solubility of the molecule in aqueous solutions, thereby resolving the solubility issue while preserving the energy supplementation function of creatine.
Solution Approach 2:
The patent applies local quality modification by adding the imino sugar group to the creatine molecule. This local addition (at the amide linkage position) specifically addresses the solubility issue without affecting the energy metabolism function of the creatine portion, allowing the molecule to maintain both energy supplementation capability and improved solubility.
Applied Scientific Principles
This section explains which scientific principles are used to turn an abstract innovation direction into a practical engineering solution.
Function Achieved in This Case
The creatine imino sugar amide salts provide increased stability and enhanced nutritional and therapeutic efficacy, including improved muscle energy metabolism and muscle growth, by maintaining creatine levels and facilitating ATP replenishment during exercise, while avoiding physiologically unsafe additives.
Implementation Method 1
stable salts of creatine imino sugar amides... formed by combining creatine with an imino sugar via an amide linkage and having a structure corresponding to Formula (1)... more resistant to hydrolysis
Data Source
AI summary
The present invention relates to stable salts of creatine imino sugar amides and an inorganic or organic acid endowed with enhanced nutritional and/or therapeutical efficacy in respect to their individual effects and to solid compositions containing such salts, particularly suited to oral and parenteral administration. Methods of preparation and use of these compositions are also provided.