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Accessible Unlicensed Requires Authentication Published by De Gruyter February 10, 2015

Assessment and Separation of Angiotensin I-Converting Enzyme Inhibitory Peptides in Chinese Soypaste

Fengjuan Li, Kohji Yamaki, Yongqiang Cheng and Yuanyuan Fang


A Chinese soypaste-derived fraction with potent angiotensin I-converting enzyme (ACE) inhibitory activity (IC50 = 25.9 μg/mL) was obtained by treating soypaste extract with 80% ethanol. The result of gradient reversed-phase high-performance liquid chromatography (RP-HPLC) suggested that bioactive peptides bearing some polarity groups made a substantial contribution to the ACE inhibitory activity. By mass spectrometric analysis, a component was separated as Glu-Ser-Gly-Asp which was then found to act in a dose-dependent manner against ACE activity as a non-competitive inhibitor, with an IC50 value of 2.297 mM.

Funding statement: Funding: This work was supported by Kirin Holdings Co., Ltd. (former Kirin Brewery Co., Ltd.), Tokyo, during UNU-Kirin Fellowship Programme at National Food Research Institute (NFRI), Tsukuba, Japan, in 2012–13, and its Follow-Up Project in 2013–15. This work was also within the framework of the fund project (Grant No. 31101329) entitled “Generation mechanism of angiotensin-converting enzyme inhibitors in traditional soypaste” from National Natural Science Foundation of China (NSFC).


1. ErdösEG. Angiotensin-I converting enzyme. Circ Res1975;36:24755.Search in Google Scholar

2. MahmoudpourSH, LeusinkM, van der PuttenL, TerreehorstI, AsselbergsFW, de BoerA, Maitland-van der zeeAH. Pharmacogenetics of ACE inhibitor-induced angioedema and cough: a systematic review and meta-analysis. Pharmacogenomics2013;14:24960.Search in Google Scholar

3. ChenZY, PengC, JiaoR, WongYM, YangN, HuangY. Anti-hypertensive nutraceuticals and functional foods. J Agric Food Chem2009;57:448599.Search in Google Scholar

4. LiGH, LeGW, ShiYH, ShresthaS. Angiotensin I-converting enzyme inhibitory peptides derived from food proteins and their physiological and pharmacological effects. Nutr Res2004;24:46986.Search in Google Scholar

5. ZhuangY, SunL, LiB. Production of the angiotensin-I-converting enzyme (ACE)-inhibitory peptide from hydrolysates of jellyfish (Rhopilema esculentum) collagen. Food Bioprocess Technol2012;5:16229.Search in Google Scholar

6. MaYL, WangJH, ChengYQ, YinLJ, LiLT. Some biochemical and physical changes during manufacturing of grey sufu, a traditional Chinese fermented soybean curd. Int J Food Eng2013;9:4554.Search in Google Scholar

7. ZhuYP, LiXT, HuangZG, LiLT, SuYC. Improving anti-α-glucosidase activity of douchi koji using a newly isolated strain of Bacillus subtilis B2. Int J Food Eng2011;7:DOI:10.2202/1556–3758.2029.Search in Google Scholar

8. FanJ, ZhangY, ChangX, SaitoM, LiZ. Changes in the radical scavenging activity of bacterial-type douchi, a traditional fermented soybean product, during the primary fermentation process. Biosci Biotechnol Biochem2009;73:274953.Search in Google Scholar

9. LeeHJ, KimKH, LeeKW, KimHK, LeeHJ. Antitumor activity of peptide fraction from traditional Korean soy sauce. J Microbiol Biotechnol2004;14:62830.Search in Google Scholar

10. KwonDY, HongSM, AhnIS, KimMJ, YangHJ, ParkS. Isoflavonoids and peptides from meju, long-term fermented soybeans, increase insulin sensitivity and exert insulinotropic effects in vitro. Nutrition2011;27:24452.Search in Google Scholar

11. KubaM, TanakaK, TawataS, TakedaY, YasudaM. Angiotensin I-converting enzyme inhibitory peptides isolated from tofuyo fermented soybean food. Biosci Biotechnol Biochem2003;67:127883.Search in Google Scholar

12. LiFJ, YinLJ, ChengYQ, YamakiK, FanJF, LiLT. Comparison of angiotensin I-converting enzyme inhibitor activities of pre-fermented douchi (a Chinese traditional fermented soybean food) started with various cultures. Int J Food Eng2009;5:DOI:10.2202/1556–3758.1661.Search in Google Scholar

13. WangH, ZhangS, SunY, DaiY. ACE-inhibitory peptide isolated from fermented soybean meal as functional food. Int J Food Eng2013;9:18.Search in Google Scholar

14. ZhangJH, EizoT, DingCH, LiLT. Angiotensin I-converting enzyme inhibitory peptides in douchi, a Chinese traditional fermented soybean product. Food Chem2006;98:5517.Search in Google Scholar

15. LiFJ, Ohnishi-KameyamaM, TakahashiY, YamakiK. Angiotensin I-converting enzyme inhibitory activities of Chinese fermented soypaste and estimation of the inhibitory substances. J Funct Foods2013;5:19915.Search in Google Scholar

16. RhoSJ, LeeJS, ChungYI, KimYW, LeeHG. Purification and identification of an angiotensin Ι-converting enzyme inhibitory peptide from fermented soybean extract. Process Biochem2009;44:4903.Search in Google Scholar

17. WuJ, AlukoRE, NakaiS. Structural requirements ofangiotensin I-converting enzyme inhibitory peptides:quantitative structure-activity relationship studyof di- and tripeptides. J Agric Food Chem2006;54:7328.Search in Google Scholar

18. KubaM, TanaC, TawataS, YasudaM. Production of angiotensin I-converting enzyme inhibitory peptides from soybean protein with Monascus purpureus acid proteinase. Process Biochem2005;40:21916.Search in Google Scholar

19. GoudaKGM, GowdaLR, RaoAGA, PrakashV. Angiotensin Ι-Converting enzyme inhibitory peptide derived from glycinin, the 11s globulin of soybean (glycine max). J Agric Food Chem2006;54:456873.Search in Google Scholar

20. NakaharaT, SanoA, YamaguchiH, SugimotoK, ChikataH, KinoshitaE, et al. Antihypertensive effect of peptide-enriched soy sauce-like seasoning and identification of its angiotensin I-converting enzyme inhibitory substances. J Agric Food Chem2010;58:8217.Search in Google Scholar

21. LoWM, Li-ChanEC. Angiotensin I converting enzyme inhibitory peptides from in vitro pepsin-pancreatin digestion of soy protein. J Agric Food Chem2005;53:336976.Search in Google Scholar

22. WuJ, DingX. Characterization of inhibition and stability of soy-protein-derived angiotensin Ι-converting enzyme inhibitory peptides. Food Res Int2002;35:36775.Search in Google Scholar

Published Online: 2015-2-10
Published in Print: 2015-4-1

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