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4-hydroxy-L-proline (trans)

trans-4-Hydroxy-L-proline

CAS: 51-35-4

Molecular Formula: C5H9NO3

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4-hydroxy-L-proline (trans) - Names and Identifiers

Name trans-4-Hydroxy-L-proline
Synonyms Hypro
H-Hyp-OH
H-HYP-OH
H-L-HYP-OH
H-TRANS-HYP-OH
HYDROXYPROLINE
L-Hydroxyproline
1-hydroxyproline
4-Hydroxyproline
H-HYP-OH (TRANS)
Ls-Hydroxyproline
HYDROXY-L-PROLINE
4-L-Hydroxyproline
H-L-HYDROXYPROLINE
3-hydroxy-L-proline
1-hydroxy-L-proline
Proline, 4-hydroxy-
delta-Hydroxyproline
(4R)-4-hydroxy-L-proline
(2S,4R)-4-Hydroxyproline
trans-4-Hydroxy-L-proline
L-Proline,4-hydroxy-,trans
4-hydroxy-L-proline (trans)
HYDROXY-L-PROLINE, TRANS-4-
L-Proline, 4-hydroxy-, trans-
(2S,4R)-(-)-4-Hydroxy-2-pyrrolinecarboxylic acid
(2S,4R)-(-)-4-Hydroxypyrrolidine-2-carboxylic acid
CAS 51-35-4
EINECS 200-091-9
InChI InChI:1S/C5H9NO3/c7-3-1-4(5(8)9)6-2-3/h3-4,6-7H,1-2H2,(H,8,9)
InChIKey PMMYEEVYMWASQN-DMTCNVIQSA-N

4-hydroxy-L-proline (trans) - Physico-chemical Properties

Molecular FormulaC5H9NO3
Molar Mass131.13
Density1.3121 (rough estimate)
Melting Point273°C (dec.)(lit.)
Boling Point242.42°C (rough estimate)
Specific Rotation(α)-75.5 º (c=5, H2O)
Water Solubility357.8 g/L (20 º C)
Solubility H2O: 50mg/mL
Vapor Density4.5 (vs air)
AppearanceCrystals or Crystalline Powder
ColorWhite
OdorOdorless
Merck14,4840
BRN471933
pKa1.82, 9.66(at 25℃)
PH5.5-6.5 (50g/l, H2O, 20℃)
Storage ConditionStore below +30°C.
Refractive Index-75.5 ° (C=4, H2O)
MDLMFCD00064320
Physical and Chemical Properties White flaky crystal or crystalline powder. The unique sweet taste in the bitter taste can improve the taste quality of the flavor of fruit juice drinks, cool drinks and the like. Special flavor, can be used as raw materials. Melting Point 274 °c (decomposition). Soluble in water (25 ° C, 36.1%), slightly soluble in ethanol.
UseFlavor enhancer; Nutrition enhancer. Flavor. Mainly used for fruit juice, cool drinks, nutritional drinks, etc.; Used as a Biochemical reagent

4-hydroxy-L-proline (trans) - Risk and Safety

Risk CodesR36/37/38 - Irritating to eyes, respiratory system and skin.
R22 - Harmful if swallowed
Safety DescriptionS24/25 - Avoid contact with skin and eyes.
S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection.
S27 - Take off immediately all contaminated clothing.
S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
WGK Germany3
RTECSTW3586500
TSCAYes
HS Code29339990
Hazard ClassIRRITANT

4-hydroxy-L-proline (trans) - Reference

Reference
Show more
1. Xiaona LV, Meng Li, Hong-Xia Li, et al. Study on HPLC fingerprint of traditional Chinese medicine shell [J]. World Traditional Chinese Medicine 2019 014(002):311-314.
2. Shuying, AO, ran, song, Jia, et al. Optimization of extraction process of acid-soluble collagen from cod skin by response surface methodology [J]. Science and Technology of food industry 2015 36(024):269-272 277.
3. Jiang Xiong-Bo, Chen Yixian, Zhang Junqing, Fan Xiaolin, Min water hair, edge Silver C, fan Xiushi Zhi. Effects of nitrogen source ratio and ear field conditions on collagen content of Auricularia auricula [J]. China edible fungi, 2016,35(01):50-52.
4. Yang Lei, Li Yue, Li Yanxia, etc. Effects of hyperoside on Nrf2/ARE signaling pathway in dextran sulfate sodium-induced colitis in mice [J]. Journal of Gastroenterology and Hepatology, 2017, 26(011):1255-1257.
5. Li Wansi, Li Ting, Lu Chunyi, etc. Quality Evaluation of donkey-hide gelatin based on HPLC fingerprint and cluster analysis [J]. Journal of Shanghai University of Traditional Chinese Medicine, 2017, 031(006):91-96.
6. Zhao xiaodudi, et al. Effects of different processing methods on collagen content in velvet antler [J]. Food science 2019(22).
7. Lu Yushun, Zhang Lei, Jiang Hui, Gong Ruize, Liu Chang, Sun Yinshi. Determination and analysis of amino acids and collagen in sika deer by-products [J]. Specialty research, 2020,42(06):43-47+54.
8. Dong Meng Yao, Chen De Jing, Yang Hui, Jin Wen Gang. Comparative study of collagen in muscle and skin of giant salamander [J]. Meat Research, 2020,34(12):11-17.
9. Wang Rongrong, Hu Xiaoyan, Wu Pinggu, single La Tian, Huang Jiawei, Wang Chunlei. Simultaneous determination of nucleosides and amino acids in extracts of Agkistrodon acutus by ultra performance liquid chromatography-tandem mass spectrometry [J]. Chinese Journal of Health inspection, 2020,30(15):1793-1797+1803.
10. Yang, Lei, et al. "Hyperoside attenuates dextran sulfate sodium-induced colitis in mice possibly via activation of the Nrf2 signalling pathway." Journal of Inflammation 14.1 (2017): 1-10.
11. Cao, Jianwen, et al. "Hyperoside alleviates epilepsy-induced neuronal damage by enhancing antioxidant levels and reducing autophagy." Journal of ethnopharmacology 257 (2020): 112884.https://doi.org/10.1016/j.jep.2020.112884
12. Li, Hao, et al." Analysis of the Functional Components of Acid Protease and Investigation of Bating Mechanism of Wet-blue-36." (2019).
13. [IF=6.057] Chenglong Sun et al."1,1′-binaphthyl-2,2′-diamine as a novel MALDI matrix to enhance the in situ imaging of metabolic heterogeneity in lung cancer."Talanta. 2020 Mar;209:120557
14. [IF=4.418] Yuan Li et al."Deciphering the Mechanism of the Anti-Hypertensive Effect of Isorhynchophylline by Targeting Neurotransmitters Metabolism of Hypothalamus in Spontaneously Hypertensive Rats."Acs Chem Neurosci. 2020;11(11):1563-1572
15. [IF=4.142] Wang Chenxi et al."Systematic quality evaluation of Peiyuan Tongnao capsule by offline two-dimensional liquid chromatography/quadrupole-Orbitrap mass spectrometry and adjusted parallel reaction monitoring of quality markers."Anal Bioanal Chem. 2019 Nov;4
16. [IF=3.361] Ruixue Yu et al."Targeted neurotransmitter metabolomics profiling of oleanolic acid in the treatment of spontaneously hypertensive rats. Rsc Adv. 2019 Jul;9(40):23276-23288
Note: For some products, we can only provide some information, and we do not guarantee the authority of the information provided, for customer reference and communication purposes only.
storage conditions: 2-8℃
solubility: soluble in water (25 ℃, 36.1%), slightly soluble in ethanol
appearance: white Flake crystal or crystalline powder
specific optical rotation: -75.5 °(C = 5, H2O)
Boiling Point: 355.2°C at 760 mmHg
Melting Point: 273°C
L-hydroxyproline (L-Hydroxyproline) is an important component of collagen, which stabilizes the helical structure. Since hydroxyproline is limited to collagen to a large extent, the determination of hydroxyproline content can be used as an indicator of collagen content. Conditions that increase collagen metabolism can increase hydroxyproline levels in serum and urine. Urine and serum hydroxyproline levels can be used as markers of bone resorption.
biological activity

4-hydroxy-L-proline (trans) - Introduction

L-hydroxyproline (L-Hydroxyproline) is a non-protein amino acid formed by hydroxylation after proline conversion. It is a natural component of animal structural proteins (such as collagen and elastin). L-Hydroxyproline is one of the isomers of hydroxyproline (Hyp) and is a useful chiral structural unit in the production of many drugs.
Last Update:2022-10-16 17:25:41

4-hydroxy-L-proline (trans) - Reference Information

NIST chemical information Information provided by: webbook.nist.gov (external link)
EPA chemical information Information provided by: ofmpub.epa.gov (external link)
introduction
L-hydroxyproline is a common non-standard protein amino acid, as the main raw material of antiviral drug azanavir, it has high application value. L-hydroxyproline is generally used as a food additive (used as a sweetener, the amount is relatively small), and the use of a relatively large amount as an intermediate for the side chain of Peinan in medicine.
application L-hydroxyproline is a natural component of animal structural proteins (such as collagen and elastin). Several microorganisms producing proline trans -4-and cis-3-hydroxylase were discovered and used for industrial trans -4-and cis-3-hydroxy-L-proline production.
use flavor enhancer; Nutritional fortifier. Fragrance. Mainly used for fruit juice, refreshing drinks, nutritious drinks, etc.
Flavor enhancer; nutrition enhancer. Fragrance. Mainly used for fruit juice, cool drinks, nutritious drinks, etc.; Used as a biochemical reagent
A multifunctional reagent for the synthesis of neuroexcitatory kainoid antifungal echinocandin, and can also be used for the synthesis of chiral ligands, which can be used for asymmetric ethylation of aldehydes.
production method proteins such as gelatin, bone glue, casein, soybean epidermis, etc., hydrolyzed with hydrochloric acid, extracted with nitrosation method, refined and crystallized by resin chromatography. The yield is about 7.0%.
Last Update:2024-04-09 20:52:54
4-hydroxy-L-proline (trans)
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Wuhan Boye Science And Technology Development Co., Ltd.
Product Name: L-Hydroxyproline(Fermented) AJI92 Request for quotation
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Tel: 86-10-10086 81625225
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View History
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