Name | L-PROLINE-(4-3H(N)) |
Synonyms | CL061 L-PROLINE-(4-3H(N)) |
CAS | 37159-97-0 |
Molecular Formula | C5H9NO2 |
Molar Mass | 115.13046 |
Appearance | aqueous ethanol solution |
Storage Condition | 2-8°C |
UN IDs | UN 2910 7 |
WGK Germany | 3 |
plant synthesis
There are two ways to synthesize proline in plants: one way is to synthesize proline with glutamic acid (Glu) as a substrate, and the other way is to synthesize proline with ornithine as a substrate, usually when plants are under stress or In the case of nitrogen deficiency, the main source of proline is the glutamic acid synthesis pathway. In the case of sufficient nitrogen supply, the main synthetic pathway of proline in plants is the synthesis of ornith.
glutamyl kinase (& gamma; Under the action of-GK), glutamic acid generates glutamyl phosphate (& gamma;-GP), and then glutamic acid half aldehyde (GSA) is generated under the action of glutamic acid half aldehyde dehydrogenase (GSADH),GSA is spontaneously cyclized to pyrrolin -5-carboxylic acid (P5C), it is reduced to proline under the action of pyrrolin-5-carboxylic acid reductase (P5CR).
The degradation of proline in plants is basically an inverse process of the synthesis process. This process first occurs in mitochondria. Proline is catalyzed by proline dehydrogenase (ProDH) in mitochondria to generate P5C, and P5C is produced in pyrrolin -5-carboxylic acid dehydrogenase (P5CDH) Under the action of glutamic acid, when the plant is under osmotic stress, the process of oxidative degradation is inhibited, rehydration of plants is that this process will be induced again, resulting in a decrease in proline content.
storage conditions | 2-8°C |
morphology | aqueous ethanol solution |
proline (Proline, abbreviated as Pro or p),α-amino acid, neutral, isoelectric point is 6.30, solubility in water is greater than that of any amino acid, and soluble about 162 g in 100g of water at 25 ℃. Easy deliquescence, not easy to crystallize, sweet. It is heated with ninhydrin solution to produce a yellow compound. Once it enters the peptide chain, hydroxylation can occur to form 4-hydroxyproline, which is an important component of animal collagen. Hydroxyproline is also found in a variety of plant proteins, especially related to the formation of cell walls. Plants often have obvious accumulation of proline under various adversities such as drought, high temperature, low temperature, and salinity. It is widely used in clinical, biomaterials, industry, etc.
We know that proline has three forms of DL-proline, L-proline and D-proline. Generally speaking, proline is L-proline, a naturally occurring amino acid. This product is columnar crystal at room temperature. It decomposes rapidly when heated to 215-220 ℃. Soluble in hot water and ethanol. Slightly sweet and hygroscopic. racemization in alkaline solution. [α]D25-86.5 (water),-60.4 (5N hydrochloric acid). Distributed in a variety of proteins. It is a medium amino acid in marine plankton; it also exists in seawater, particulate matter and marine sediments.
1. application in pharmaceutical industry
Amino acid drugs. One of the raw materials of compound amino acid infusion. For malnutrition, protein deficiency, severe gastrointestinal diseases, burns and protein supplement after surgery. No significant side effects.
2. Improve plant cold resistance
Proline (Pro) is one of the components of plant proteins and can be widely present in plants in a free state. Under drought, salinity and other stress conditions, proline accumulates in many plants. In addition to being used as an osmotic adjustment substance in plant cytoplasm, the accumulated proline also plays an important role in stabilizing the structure of biological macromolecules, reducing cell acidity, relieving ammonia toxicity and regulating cell redox potential as an energy pool.
Under adversity conditions (drought, salinity, heat, cold and freezing), the content of proline in plants increased significantly. Proline content in plants reflects the stress resistance of plants to a certain extent. Varieties with strong drought resistance often accumulate more proline. Therefore, the determination of proline content can be used as a physiological index for drought resistance breeding. In addition, because proline is extremely hydrophilic, it can stabilize the protoplast colloid and the metabolic process in the tissue, thus reducing the freezing point and preventing cell dehydration. Under low temperature conditions, the increase of proline in plant tissues can improve the cold resistance of plants, so it can also be used as a physiological index for cold resistance breeding.
3. Biological effects
In organisms, proline is not only an ideal osmotic adjustment substance, but also can be used as a protective substance for membranes and enzymes and a free radical scavenger, thereby protecting the growth of plants under osmotic stress. The accumulation of another important osmotic adjustment substance in the vacuole in potassium ion organisms, proline can also play a role in regulating the osmotic balance of cytoplasm.
4, industrial applications
In the synthesis industry, proline can participate in the induction of asymmetric reactions, and can be used as a catalyst for hydrogenation, polymerization, water-mediated reactions, etc. When it is used as a catalyst for such reactions, it has the characteristics of strong activity and good stereospecific.
5. Applications in other fields
5.1 proline and its derivatives are usually used as symmetric catalysts in organic reactions, the reduction of CBS and the catalyzed aldol condensation reaction of proline are prominent examples.
5.2 when brewing, protein is rich in proline combined with polyphenols, which can produce haze (turbidity).
5.3 raw materials for synthesis of bile gangue ester inhibitors.
5.4 flavor agent, co-heating with sugar, amino-light group reaction, can produce substances with special fragrance.
take about 0.1g of this product, weigh it accurately, add 50ml of glacial acetic acid to dissolve it, titrate with perchloric acid titration solution (0.1mol/L) according to potentiometric titration method (appendix VIIA), and correct the titration result with blank test. Each 1ml of perchloric acid titration solution (0.1mol/L) is equivalent to 11.51mg of C5H9NO2.
dangerous goods mark | R |
dangerous goods transport number | UN 2910 7 |
WGK Germany | 3 |