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S-甲基-L-蛋氨酸 | 4727-40-6

中文名称
S-甲基-L-蛋氨酸
中文别名
——
英文名称
S-methylmethionine
英文别名
SMM;Vitamin U;(2S)-2-amino-4-dimethylsulfoniobutanoate
S-甲基-L-蛋氨酸化学式
CAS
4727-40-6
化学式
C6H13NO2S
mdl
——
分子量
163.241
InChiKey
YDBYJHTYSHBBAU-YFKPBYRVSA-N
BEILSTEIN
——
EINECS
——
  • 物化性质
  • 计算性质
  • ADMET
  • 安全信息
  • SDS
  • 制备方法与用途
  • 上下游信息
  • 反应信息
  • 文献信息
  • 表征谱图
  • 同类化合物
  • 相关功能分类
  • 相关结构分类

计算性质

  • 辛醇/水分配系数(LogP):
    -1.7
  • 重原子数:
    10
  • 可旋转键数:
    3
  • 环数:
    0.0
  • sp3杂化的碳原子比例:
    0.83
  • 拓扑面积:
    67.2
  • 氢给体数:
    1
  • 氢受体数:
    3

ADMET

毒理性
  • 在妊娠和哺乳期间的影响
◉ 母乳喂养期间使用总结:卷心菜(Brassica oleracea)叶被外用贴在乳房上,以治疗乳房充血作为治疗乳腺炎的辅助手段。一些研究者切掉叶子上的一个洞以保持乳头干燥。叶子被冷冻、冷藏或常温下使用。各项研究发现,无论温度如何,卷心菜叶都有助于减少乳房充血和疼痛。然而,一项元分析得出结论,没有充分的证据表明外用卷心菜叶比不治疗更好,因为充血往往会随着时间的推移而改善,无论治疗与否。作者认为这种干预措施便宜,不太可能造成伤害,可能会让母亲感到舒缓。另一项系统评价得出结论,没有证据表明冷卷心菜叶可以减少乳房充血,但它们确实可以减少乳房疼痛。婴儿不受限制地哺乳可能是减少充血的重要因素。一些低质量的证据表明,母亲食用卷心菜可能会导致她们的母乳喂养婴儿发生绞痛。 ◉ 对母乳喂养婴儿的影响:在乳房上外用卷心菜叶后没有报告任何副作用。研究了母亲食用卷心菜作为母乳喂养婴儿发生绞痛的可能原因。向哺乳的母亲发送了一份问卷,询问她们在过去一周的食物摄入量和她们的婴儿在这一时期绞痛的症状。在上一周报告婴儿发生绞痛的73位母亲中,有30%在这段时间内吃过卷心菜,比上一周没有发生绞痛的婴儿的母亲更有可能。此外,许多其他母亲报告避免食用十字花科蔬菜(例如西兰花、卷心菜、花椰菜),因为她们将这些食物归因于以前母乳喂养婴儿的绞痛症状。 ◉ 对泌乳和母乳的影响:在一项随机、非盲的研究中,对在医院住院的产后妇女在母乳喂养期间乳房充血的情况进行了研究,一组使用冷藏的卷心菜叶贴在乳房上(n = 59),另一组接受常规医院护理(n = 56)。使用卷心菜叶的母亲纯母乳喂养的时间比没有使用的母亲稍微长一些(36天对30天)。在产后6周时,两组之间母乳喂养的母亲百分比没有统计学差异。作者认为,任何差异最可能是由母亲的心理机制造成的,而不是卷心菜叶。这项研究因20%的随访丢失而受到影响。 一项研究调查了在不同温度下使用卷心菜叶治疗住院产后妇女乳房充血的情况(n = 28)。每位母亲随机顺序地将冷藏的叶子贴在一个乳房上,将常温的叶子贴在另一个乳房上。两种治疗都减轻了感觉到的乳房疼痛,但在减轻充血疼痛方面,冷藏和常温的卷心菜叶之间没有发现差异。 一项研究比较了冷藏卷心菜叶和冷凝胶包在住院产后妇女治疗乳房充血的效果(n = 33)。两种方法都在乳头周围切出了空隙。受影响的妇女每隔2到4小时按需在一个乳房上贴上卷心菜叶,在另一个乳房上贴上凝胶包。在减轻乳房疼痛方面,卷心菜叶和凝胶包之间没有差异。 一项随机、双盲的研究比较了一种含有卷心菜提取物的乳膏(n = 21)与安慰剂乳膏(n = 18)治疗乳房充血的效果。这种乳膏是特别为研究制作的,含有1%的卷心菜提取物,根据英国药典的方法,与安慰剂乳膏的基料相同。母亲评估她们的疼痛和乳房硬度,研究人员使用一种设备来测量乳房硬度。两种治疗都改善了我们测量的所有参数,两者之间没有差异。哺乳婴儿比任何一种乳膏更能减轻不适感和乳房组织的硬度。 一项研究比较了交替冷热敷(n = 30)与冷冻卷心菜叶(n = 30)治疗乳房充血的效果。该研究没有随机分组或盲法。每种治疗每天3次,每次30分钟,持续2天。结果使用乳房充血和疼痛量表来判断,尽管不清楚评分是由谁进行的。两种治疗都有效地减轻了疼痛和充血。作者得出结论,冷热敷比卷心菜叶更有效,但这种结论并没有得到研究设计的支持。 一项在30名乳房充血的妇女中进行的不受控制的试点研究比较了在她们将冷藏的卷心菜叶贴在乳房上每天两次,每次15到20分钟,持续3天前后的疼痛评分。3天后的充血评分低于研究开始时。 在韩国进行的一项小型、非随机、非盲的研究比较了初产妇在剖宫产后早期乳房护理时是否在乳房上使用冷藏卷心菜叶和一般护理的效果。使用压力传感器客观测量乳房硬度,结果显示,在产后第2、3和4天,接受卷心菜叶的母亲乳房硬度较低,但主观疼痛评分没有差异。 一项随机、非盲的试验比较了冷卷心菜叶、冷凝胶包和无治疗在228名乳房充血的妇女中的效果。所有患者都接受了常规护理。接受卷心菜叶
◉ Summary of Use during Lactation:Cabbage (Brassica oleracea) leaves have been applied topically to the breasts to treat breast engorgement and as an adjunct to treatment of mastitis. Some investigators cut out a hole in the leaves to keep the nipples dry. Leaves have been applied frozen, refrigerated or at room temperature. Various studies found cabbage leaves beneficial for reducing breast engorgement and pain regardless of temperature. However, a meta-analysis concluded that there is no good evidence that topical cabbage leaves were better than no treatment, because engorgement tends to improve over time regardless of treatment. The authors felt that the intervention was cheap, unlikely to cause harm and might be soothing for the mother. Another systematic review concluded that no evidence exists for cold cabbage leaves decreasing breast engorgement, but that they do decrease breast pain. Unrestricted nursing of the infant may be an important factor in reducing engorgement. Some low-quality evidence indicates that maternal cabbage ingestion might cause colic in their breastfed infants. ◉ Effects in Breastfed Infants:No side effects have been reported after topical application of cabbage leaves to the breast. Maternal cabbage intake was studied as a possible cause of colic in breastfed infants. A questionnaire was sent to nursing mothers asking about food intake during the previous week and their infants' symptoms of colic during that time. Seventy-three mothers who reported colic in their infants during the prior week were 30% more likely to have eaten cabbage during this time than mothers of infants who did not have colic during the previous week. Additionally, many other mothers reported avoiding cruciferous vegetables (e.g., broccoli, cabbage, cauliflower) because of previous symptoms of colic in their breastfed infants that they attributed to these foods. ◉ Effects on Lactation and Breastmilk:In a randomized, nonblinded study, postpartum hospitalized women with breast engorgement during breastfeeding either applied refrigerated cabbage leaves to their breasts (n = 59) or received routine hospital care (n = 56). The women who used the cabbage leaves breastfed exclusively for slightly longer than those who did not (36 vs 30 days). At 6 weeks postpartum, there was no statistical difference in the percentage of women breastfeeding between the two groups The authors felt that any difference was most likely caused by psychological mechanisms in the mothers than the cabbage leaves. This study suffered from a 20% loss to follow-up. A study investigated cabbage leaves at different temperatures in the treatment of breast engorgement in hospitalized postpartum women (n = 28). Each mother received chilled leaves to one breast and room temperature leaves to the other in a randomized order. Both treatments reduced perceived breast pain, but no difference was found between the chilled and room temperature cabbage leaves in reducing the pain of engorgement. A study compared chilled cabbage leaves to cold gelpacks in the treatment of breast engorgement in hospitalized postpartum women (n = 33). Both had cutout areas around the nipple. Affected women applied a cabbage leaf to one breast and the gelpack to the other as needed at 2- to 4-hour intervals. There was no difference in the breast pain reduction between the cabbage leaves and gelpacks. A randomized, double-blind study compared a cream containing cabbage extract (n = 21) to a placebo cream (n = 18) for treating breast engorgement. The cream was specially made for the study using a 1% cabbage extract according to the methods of the British Pharmacopoeia and the same cream base as the placebo. Mothers rated their pain and breast firmness, and a device was used by researchers to measure breast firmness. Both treatments improved all measured parameters, with no difference between the two treatments. Nursing the infant had a greater effect on perceptions of discomfort and the hardness of the breast tissue than either of the creams. A study compared the effectiveness of topical use of alternating cold and hot compresses (n = 30) to frozen cabbage leaves (n = 30) for the treatment of breast engorgement. The study was not randomized or blinded. Each treatment was applied for 30 minutes 3 times daily for 2 days. Outcomes were judged using breast engorgement and pain scales, although it is unclear who did the rating. Both treatments were effective in reducing pain and engorgement. The authors concluded that hot and cold compresses were more effective than cabbage leaves, but this conclusion is not justified by the study design. An uncontrolled pilot study in 30 women with breast engorgement compared pain scores before and after the mothers applied refrigerated cabbage leaves to their breasts twice daily for 3 days for 15 to 20 minutes. Engorgement scores were lower after 3 days than at the beginning of the study. A small, nonrandomized, nonblinded study in Korea compared early breast care with and without chilled cabbage leaves applied to the breast and general nursing breast care in primiparous mothers after cesarean section. Breast hardness, as measured objectively with a pressure sensor, was lower on days 2, 3 and 4 postpartum in the mothers who received the cabbage leaves, but no difference in subjective pain scores was seen. A randomized, nonblinded trial compared cold cabbage leaves to cold gel packs and no treatment in 228 women with breast engorgement. All patients received routine care. Mothers in the cabbage group reported being slightly more satisfied with treatment than those in the other groups. No difference was found in the rates of breastfeeding between groups at 3 and 6 months postpartum.
来源:Drugs and Lactation Database (LactMed)

反应信息

  • 作为反应物:
    描述:
    2,4-二硝基氟苯S-甲基-L-蛋氨酸碳酸氢钠 作用下, 以 乙腈 为溶剂, 反应 1.0h, 生成
    参考文献:
    名称:
    ed酸加载到一条不寻常的硫模板生产线上,构建了伯克霍尔德菌毒力因子的环丙醇战斗部。
    摘要:
    假伯克霍尔德氏菌的致病菌该组引起严重的传染病,例如腺体和类瘤病。Malleicyprols被确定为重要的细菌毒力因子,但其环丙醇战斗部的生物合成起源仍是一个谜。通过突变分析和代谢组学的结合,我们发现sulf酸,丙二酸二甲基ulf(DMSP)和go香酚,是渗透压剂,是全球有机硫循环中的关键成分,是通往环丙醇装置的关键中间体。功能遗传学和体外分析揭示了一种涉及稀有甲基化的,涉及罕见的原核SET域甲基转移酶的DMSP专门途径,并表明DMSP通过专用于两性离子起始剂单元的腺苷酸化域被加载到NRPS-PKS杂化装配线上。然后,大合酶将DMSP转化为凉拌酚,大肠杆菌。
    DOI:
    10.1002/anie.202003958
  • 作为产物:
    描述:
    L-蛋氨酸S-腺苷蛋氨酸 在 His6-methyltransferase 作用下, 以 aq. phosphate buffer 为溶剂, 反应 1.5h, 生成 S-甲基-L-蛋氨酸
    参考文献:
    名称:
    ed酸加载到一条不寻常的硫模板生产线上,构建了伯克霍尔德菌毒力因子的环丙醇战斗部。
    摘要:
    假伯克霍尔德氏菌的致病菌该组引起严重的传染病,例如腺体和类瘤病。Malleicyprols被确定为重要的细菌毒力因子,但其环丙醇战斗部的生物合成起源仍是一个谜。通过突变分析和代谢组学的结合,我们发现sulf酸,丙二酸二甲基ulf(DMSP)和go香酚,是渗透压剂,是全球有机硫循环中的关键成分,是通往环丙醇装置的关键中间体。功能遗传学和体外分析揭示了一种涉及稀有甲基化的,涉及罕见的原核SET域甲基转移酶的DMSP专门途径,并表明DMSP通过专用于两性离子起始剂单元的腺苷酸化域被加载到NRPS-PKS杂化装配线上。然后,大合酶将DMSP转化为凉拌酚,大肠杆菌。
    DOI:
    10.1002/anie.202003958
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文献信息

  • Solvent systems for pharmaceutical agents
    申请人:——
    公开号:US20020102280A1
    公开(公告)日:2002-08-01
    The invention provides compositions, solvent systems, and methods for solubilizing compounds which are otherwise difficult to solubilize. The invention involves the use of a structured fluid (e.g. a liquid crystalline phase, an L1 phase, an L2 phase, an L3 phase, an emulsion, or a microemulsion), comprising a polar solvent, a lipid or a surfactant, and an essential oil or a dissolution/solubilization agent.
    这项发明提供了用于溶解那些通常难以溶解的化合物的组合物、溶剂系统和方法。该发明涉及使用结构化流体(例如液晶相、L1相、L2相、L3相、乳化液或微乳化液),其中包括极性溶剂、脂质或表面活性剂以及精油或溶解/溶解剂。
  • Bicyclic compound
    申请人:Miyoshi Shiro
    公开号:US20060069098A1
    公开(公告)日:2006-03-30
    A novel compound represented by the following formula (1) or a salt thereof: wherein symbol “A” represents a saturated heterocyclic group, a 5-membered heteroaromatic group having two heteroatoms in the ring, a group represented by the formula A1 (R 2 , R 3 , and R 4 represent hydrogen atom, hydroxyl group, etc.), etc., B represents a group represented by the formula B1 (R 11 represents hydrogen atom, hydroxyl group, etc.), etc., R 1 represents an alkyl group, and symbol “n” represents an integer of 2 to 6, which has a parathyroid hormone depressing action and showing low toxicity, and a medicament containing the compound or salt thereof as an active ingredient.
    以下公式(1)所代表的一种新化合物或其盐:其中符号“A”代表饱和杂环基,一个含有两个杂原子的5元杂芳基,一个由公式A1(R2、R3和R4代表氢原子、羟基等)所代表的基团,等等,B代表由公式B1(R11代表氢原子、羟基等)所代表的基团,等等,R1代表烷基,符号“n”代表一个整数,范围为2至6,具有降钙素抑制作用和低毒性,并且含有该化合物或其盐作为活性成分的药物。
  • Bioreponsive Polymers
    申请人:Laronde Frank
    公开号:US20100041771A1
    公开(公告)日:2010-02-18
    The invention features biodegradable polymers for the delivery of biologically active agents. The polymers include at least one biologically active agent covalently attached via a polyamide linker susceptible to selective hydrolysis by peptidase enzymes. Hydrolysis of the polyamide linker releases the biologically active agent in vivo.
    这项发明涉及生物活性剂的传递的可生物降解聚合物。这些聚合物包括至少一个生物活性剂,通过易受肽酶选择性解的聚酰胺连接物共价连接。聚酰胺连接物的解会在体内释放生物活性剂。
  • [EN] ORGANIC NUTRIENT SALTS, METHODS OF PREPARATION AND USES<br/>[FR] SELS NUTRITIFS ORGANIQUES, LEURS PROCÉDÉS DE PRÉPARATION ET LEURS UTILISATIONS
    申请人:BELLUS HEALTH INT LTD
    公开号:WO2010054485A1
    公开(公告)日:2010-05-20
    The current application relates to organic nutrient salts comprised of 3-amino-1-propanesulfonic acid (homotaurine) and an organic cationic component which contributes to the therapeutic and/or nutritional value of the salts. The application also relates to the method of preparing the organic nutrient salts and the use of the same as nutraceuticals for neuroprotection and for improving or protecting cognitive and memory functions.
    这项当前的申请涉及由3-基-1-丙磺酸(同牛磺酸)和一个有机阳离子组分组成的有机营养盐,该组分有助于盐的治疗和/或营养价值。该申请还涉及制备有机营养盐的方法以及将其用作神经保护的营养保健品,以改善或保护认知和记忆功能。
  • Methods and compositions for the delivery of biologically active agents
    申请人:Esfand Roseita
    公开号:US20070037891A1
    公开(公告)日:2007-02-15
    The invention features polymers noncovalently complexed with a biologically active agent. The polymer complexes include at least one shielding moiety covalently tethered to at least one complexing moiety, which is complexed with at least one biologically active agent.
    该发明涉及与生物活性剂非共价配合的聚合物。聚合物复合物包括至少一个与至少一个复合基团共价连接的屏蔽基团,该复合基团与至少一个生物活性剂复合。
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同类化合物

(甲基3-(二甲基氨基)-2-苯基-2H-azirene-2-羧酸乙酯) (±)-盐酸氯吡格雷 (±)-丙酰肉碱氯化物 (d(CH2)51,Tyr(Me)2,Arg8)-血管加压素 (S)-(+)-α-氨基-4-羧基-2-甲基苯乙酸 (S)-阿拉考特盐酸盐 (S)-赖诺普利-d5钠 (S)-2-氨基-5-氧代己酸,氢溴酸盐 (S)-2-[[[(1R,2R)-2-[[[3,5-双(叔丁基)-2-羟基苯基]亚甲基]氨基]环己基]硫脲基]-N-苄基-N,3,3-三甲基丁酰胺 (S)-2-[3-[(1R,2R)-2-(二丙基氨基)环己基]硫脲基]-N-异丙基-3,3-二甲基丁酰胺 (S)-1-(4-氨基氧基乙酰胺基苄基)乙二胺四乙酸 (S)-1-[N-[3-苯基-1-[(苯基甲氧基)羰基]丙基]-L-丙氨酰基]-L-脯氨酸 (R)-乙基N-甲酰基-N-(1-苯乙基)甘氨酸 (R)-丙酰肉碱-d3氯化物 (R)-4-N-Cbz-哌嗪-2-甲酸甲酯 (R)-3-氨基-2-苄基丙酸盐酸盐 (R)-1-(3-溴-2-甲基-1-氧丙基)-L-脯氨酸 (N-[(苄氧基)羰基]丙氨酰-N〜5〜-(diaminomethylidene)鸟氨酸) (6-氯-2-吲哚基甲基)乙酰氨基丙二酸二乙酯 (4R)-N-亚硝基噻唑烷-4-羧酸 (3R)-1-噻-4-氮杂螺[4.4]壬烷-3-羧酸 (3-硝基-1H-1,2,4-三唑-1-基)乙酸乙酯 (2S,4R)-Boc-4-环己基-吡咯烷-2-羧酸 (2S,3S,5S)-2-氨基-3-羟基-1,6-二苯己烷-5-N-氨基甲酰基-L-缬氨酸 (2S,3S)-3-((S)-1-((1-(4-氟苯基)-1H-1,2,3-三唑-4-基)-甲基氨基)-1-氧-3-(噻唑-4-基)丙-2-基氨基甲酰基)-环氧乙烷-2-羧酸 (2S)-2,6-二氨基-N-[4-(5-氟-1,3-苯并噻唑-2-基)-2-甲基苯基]己酰胺二盐酸盐 (2S)-2-氨基-N,3,3-三甲基-N-(苯甲基)丁酰胺 (2S)-2-氨基-3-甲基-N-2-吡啶基丁酰胺 (2S)-2-氨基-3,3-二甲基-N-(苯基甲基)丁酰胺, (2S)-2-氨基-3,3-二甲基-N-2-吡啶基丁酰胺 (2S,4R)-1-((S)-2-氨基-3,3-二甲基丁酰基)-4-羟基-N-(4-(4-甲基噻唑-5-基)苄基)吡咯烷-2-甲酰胺盐酸盐 (2R,3'S)苯那普利叔丁基酯d5 (2R)-2-氨基-3,3-二甲基-N-(苯甲基)丁酰胺 (2-氯丙烯基)草酰氯 (1S,3S,5S)-2-Boc-2-氮杂双环[3.1.0]己烷-3-羧酸 (1R,5R,6R)-5-(1-乙基丙氧基)-7-氧杂双环[4.1.0]庚-3-烯-3-羧酸乙基酯 (1R,4R,5S,6R)-4-氨基-2-氧杂双环[3.1.0]己烷-4,6-二羧酸 齐特巴坦 齐德巴坦钠盐 齐墩果-12-烯-28-酸,2,3-二羟基-,苯基甲基酯,(2a,3a)- 齐墩果-12-烯-28-酸,2,3-二羟基-,羧基甲基酯,(2a,3b)-(9CI) 黄酮-8-乙酸二甲氨基乙基酯 黄荧菌素 黄体生成激素释放激素(1-6) 黄体生成激素释放激素 (1-5) 酰肼 黄体瑞林 麦醇溶蛋白 麦角硫因 麦芽聚糖六乙酸酯 麦根酸