N-FMOC-3-三苯甲基-L-组氨酸 | 128545-09-5

• 物质功能分类: 生物化工 - 氨基酸及其衍生物 - 组氨酸类衍生物
• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 中文名称: N-FMOC-3-三苯甲基-L-组氨酸
• 中文别名: N-ó(9H-芴-6-甲氧)羰基]-3-(三苯甲基)-L-组氨酸；N-芴甲氧羰基-3-三苯甲基-L-组氨酸
• 英文名称: 9-fluorenylmethoxycarbonyl-Nim-trityl-L-histidine
• 英文别名: Fmoc-His(Trt)-OH；N-(((9H-fluoren-9-yl)methoxy)carbonyl)-N-trityl-L-histidine；Fmoc-His(Trt)；Fmoc-L-His(Trt)-OH；N-FMOC-3-(triphenylmethyl)-L-histidine；(2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-(3-tritylimidazol-4-yl)propanoic acid
• CAS: 128545-09-5
• 化学式: C₄₀H₃₃N₃O₄
• 分子量: 619.72
• InChiKey: LCDUPKDPUSBXAY-QNGWXLTQSA-N

物化性质

• 沸点：
  811.7±65.0 °C(Predicted)
• 密度：
  1.24±0.1 g/cm3(Predicted)
• 稳定性/保质期：
  如果遵照规格使用和储存，则不会分解，未有已知危险反应。<?xml:namespace prefix = o ns = "urn:schemas-microsoft-com:office:office" />

计算性质

• 辛醇/水分配系数(LogP)：
  7.5
• 重原子数：
  47
• 可旋转键数：
  11
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  93.4
• 氢给体数：
  2
• 氢受体数：
  5

安全信息

• 危险品标志：
  Xi
• 安全说明：
  S26,S37/39
• 危险类别码：
  R36/37/38
• 储存条件：
  请将贮藏器密封，并存放在阴凉、干燥处。同时，确保工作环境具备良好的通风或排气设施。

SDS

Name:	N-[(9H-Fluoren-6-ylmethoxy)Carbonyl]-3-(Triphenylmethyl)-L-Histidine Material Safety Data Sheet
Synonym:	N-FMOC-3-(Triphenylmethyl)-L-Histidine
CAS:	128545-09-5

Section 1 - Chemical Product MSDS Name:N-[(9H-Fluoren-6-ylmethoxy)Carbonyl]-3-(Triphenylmethyl)-L-Histidine Material Safety Data Sheet
Synonym:N-FMOC-3-(Triphenylmethyl)-L-Histidine

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
128545-09-5	N-[(9H-Fluoren-6-ylmethoxy)Carbonyl]-3	ca. 100	unlisted

Hazard Symbols: XI
Risk Phrases: 36/37/38

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Irritating to eyes, respiratory system and skin.
Potential Health Effects
Eye:
Causes eye irritation. May cause chemical conjunctivitis.
Skin:
Causes skin irritation.
Ingestion:
May cause gastrointestinal irritation with nausea, vomiting and diarrhea.
Inhalation:
Causes respiratory tract irritation. Can produce delayed pulmonary edema.
Chronic:
Effects may be delayed.

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Section 4 - FIRST AID MEASURES
Eyes: Immediately flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid.
Skin:
Get medical aid. Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes. Wash clothing before reuse.
Ingestion:
Never give anything by mouth to an unconscious person. Get medical aid. Do NOT induce vomiting. If conscious and alert, rinse mouth and drink 2-4 cupfuls of milk or water. Wash mouth out with water.
Inhalation:
Remove from exposure and move to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid. Do NOT use mouth-to-mouth resuscitation.
Notes to Physician:
Treat symptomatically and supportively.

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Section 5 - FIRE FIGHTING MEASURES
General Information:
As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear. During a fire, irritating and highly toxic gases may be generated by thermal decomposition or combustion.
Extinguishing Media:
Use water spray, dry chemical, carbon dioxide, or chemical foam.

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Section 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Vacuum or sweep up material and place into a suitable disposal container. Clean up spills immediately, observing precautions in the Protective Equipment section. Avoid generating dusty conditions.
Provide ventilation.

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Section 7 - HANDLING and STORAGE
Handling:
Minimize dust generation and accumulation. Avoid breathing dust, vapor, mist, or gas. Avoid contact with eyes, skin, and clothing.
Keep container tightly closed. Avoid ingestion and inhalation. Use with adequate ventilation. Wash clothing before reuse.
Storage:
Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances.

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Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Facilities storing or utilizing this material should be equipped with an eyewash facility and a safety shower. Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 128545-09-5: Personal Protective Equipment Eyes: Wear appropriate protective eyeglasses or chemical safety goggles as described by OSHA's eye and face protection regulations in 29 CFR 1910.133 or European Standard EN166.
Skin:
Wear appropriate protective gloves to prevent skin exposure.
Clothing:
Wear appropriate protective clothing to prevent skin exposure.
Respirators:
Follow the OSHA respirator regulations found in 29 CFR 1910.134 or European Standard EN 149. Use a NIOSH/MSHA or European Standard EN 149 approved respirator if exposure limits are exceeded or if irritation or other symptoms are experienced.

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Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Solid
Color: Not available.
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: Not available.
Autoignition Temperature: Not available.
Flash Point: Not available.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water:
Specific Gravity/Density:
Molecular Formula: C40H33N3O4
Molecular Weight: 619.72

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable at room temperature in closed containers under normal storage and handling conditions.
Conditions to Avoid:
Incompatible materials, dust generation, excess heat.
Incompatibilities with Other Materials:
Oxidizing agents.
Hazardous Decomposition Products:
Nitrogen oxides, carbon monoxide, carbon dioxide.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 128545-09-5 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
N-[(9H-Fluoren-6-ylmethoxy)Carbonyl]-3-(Triphenylmethyl)-L-Histidine - Not listed by ACGIH, IARC, or NTP.

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Section 12 - ECOLOGICAL INFORMATION

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Section 13 - DISPOSAL CONSIDERATIONS
Dispose of in a manner consistent with federal, state, and local regulations.

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Section 14 - TRANSPORT INFORMATION

IATA
Shipping Name: Not regulated.
Hazard Class:
UN Number:
Packing Group:
IMO
Shipping Name: Not regulated.
Hazard Class:
UN Number:
Packing Group:
RID/ADR
Not regulated as a hazardous material.

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: XI
Risk Phrases:
R 36/37/38 Irritating to eyes, respiratory system
and skin.
Safety Phrases:
S 26 In case of contact with eyes, rinse immediately
with plenty of water and seek medical advice.
S 37/39 Wear suitable gloves and eye/face
protection.
WGK (Water Danger/Protection)
CAS# 128545-09-5: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 128545-09-5 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 128545-09-5 is not listed on the TSCA inventory.
It is for research and development use only.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  N-FMOC-3-三苯甲基-L-组氨酸 在 sodium azide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 10.0h， 以91%的产率得到H-L-His(Trt)-OH
  参考文献：
  名称：

  使用叠氮化钠轻度去除Fmoc基团

  摘要：

  摘要开发了一种使用叠氮化钠有效去除芴基甲氧基羰基（Fmoc）基团的温和方法。没有碱，叠氮化钠完全脱保护Ñ α-Fmoc-氨基酸在数小时内。仔细研究了溶剂依赖性条件，然后通过筛选不同的叠氮化钠量和反应温度对其进行优化。通过优化的反应，可以有效地，选择性地对各种含有Fmoc保护的氨基酸的残基进行不同程度的保护，这些残基被不同的保护基所掩盖。最后，使用开发的叠氮化钠方法通过固相肽合成成功去除了所有Fmoc，成功地合成了具有生物学意义的六肽血管紧张素IV。无碱条件为肽化学和现代有机合成中的Fmoc脱保护提供了一种补充方法。 图形概要

  DOI：

  10.1007/s00726-013-1625-7

文献信息

• CHIMERIC MELANOCORTIN LIGANDS AND METHODS OF USE THEREOF
  申请人：REGENTS OF THE UNIVERSITY OF MINNESOTA

  公开号：US20180118789A1

  公开（公告）日：2018-05-03

  The invention provides compounds having the general formula I: and salts thereof, wherein the variables Pro, DPro, DPhe, Arg, Trp, X 1 , X 2 , X 3 and X 4 have the meaning as described herein, and compositions containing such compounds and methods for using such compounds and compositions.

  这项发明提供了具有一般式I的化合物及其盐，其中变量Pro、DPro、DPhe、Arg、Trp、X1、X2、X3和X4的含义如本文所述，并包含这种化合物的组合物以及使用这种化合物和组合物的方法。
• [EN] NOVEL HEPCIDIN MIMETICS AND USES THEREOF<br/>[FR] NOUVEAUX MIMÉTIQUES D'HEPCIDINE ET LEURS UTILISATIONS
  申请人：BAYER HEALTHCARE LLC

  公开号：WO2018128828A1

  公开（公告）日：2018-07-12

  The present invention relates to novel peptides acting as hepcidin mimetics, as well as analogues and derivatives thereof. The invention further relates to compositions comprising the peptides of the present invention, and to the use of the peptides in the prophylaxis and treatment of hepcidin-associated disorders, including prophylaxis and treatment of iron overload diseases such as hemochromatosis, iron-loading anemias such as thalassemia, and diseases being associated with ineffective or augmented erythropoiesis, as well as further related conditions and disorders described herein.

  本发明涉及作为赫普西定类似物的新型肽，以及其类似物和衍生物。该发明还涉及包含本发明肽的组合物，以及在预防和治疗赫普西定相关疾病中使用这些肽，包括预防和治疗铁过载疾病如血色病、铁负荷性贫血如地中海贫血，以及与效率低下或增强的红细胞生成相关的疾病，以及本文所述的进一步相关病症和疾病。
• An Atom-Economic Inverse Solid-Phase Peptide Synthesis Using Bn or BcM Esters of Amino Acids
  作者：Jian Li、Yue Zhu、Bo Liu、Feng Tang、Xing Zheng、Wei Huang

  DOI：10.1021/acs.orglett.1c02769

  日期：2021.10.1

  An atom-economic N-to-C-directed solid-phase peptide synthesis is reported that uses benzyl (Bn) or (benzhydryl-carbamoyl)-methyl (BcM) esters of amino acids as the building blocks, which facilitate efficient hydrazinolysis, convenient conversion to acyl azide, and robust amidation with the next amino acid ester. This method is free of coupling reagents and free of protection on the side-chain OH,

  据报道，一种原子经济的 N 到 C 定向的固相肽合成，使用氨基酸的苄基 (Bn) 或 (二苯甲基-氨基甲酰基)-甲基 (BcM) 酯作为构建单元，促进高效肼解，方便转化为酰基叠氮化物，并与下一个氨基酸酯进行稳健的酰胺化。该方法无需偶联试剂，对侧链OH、CO 2 H、CONH2等无保护，因此与基于BOC或Fmoc的C-to-N-相比，原子经济性显着提高定向方法。
• Solid-Phase Synthesis of Peptide Vinyl Sulfones as Potential Inhibitors and Activity-Based Probes of Cysteine Proteases
  作者：Gang Wang、Uttamchandani Mahesh、Grace Y. J. Chen、Shao Q. Yao

  DOI：10.1021/ol0275567

  日期：2003.3.1

  Peptide vinyl sulfones were prepared from 2-chlorotrityl resin-bound phenolic amino vinyl sulfones in high yield and purity. This method enables the convenient synthesis of peptide vinyl sulfones having different amino acids at the P(1) position. It also allows efficient synthesis of vinyl sulfone-containing, activity-based probes of cysteine proteases used in a proteomic experiment.

  由2-氯三苯甲基树脂结合的酚氨基乙烯基乙烯基砜以高收率和纯度制备了肽乙烯基砜。该方法能够方便地合成在P（1）位置具有不同氨基酸的肽乙烯基砜。它还可以有效合成蛋白质组学实验中使用的含乙烯基砜，基于活性的半胱氨酸蛋白酶探针。
• [EN] SOMATOSTATIN RECEPTOR 1 AND/OR 4 SELECTIVE AGONISTS AND ANTAGONISTS<br/>[FR] RECEPTEUR 1 ET/OU 4 DE SOMATOSTATINE, AGONISTES ET ANTAGONISTES SELECTIFS
  申请人：JUVANTIA PHARMA LTD OY

  公开号：WO2005033068A1

  公开（公告）日：2005-04-14

  The invention relates to (hetero)arylsulfonylamino based peptidomimetics of formula (I), wherein R1, R3, A, B, D, Q, h and j are defined as disclosed, or a pharmaceutically acceptable salt or ester thereof. Compounds of formula (I) possess high affinity and selectivity for the somatostatin receptor subtypes SSTR1 and/or SSTR4 and can be used for the treatment or diagnosis of diseases or conditions wherein an interaction with SSTR1 and/or SSTR4 is indicated to be useful.

  这项发明涉及基于(杂)芳基磺酰胺的公式(I)的肽类模拟物，其中R1、R3、A、B、D、Q、h和j的定义如所披露的，或其药学上可接受的盐或酯。公式(I)的化合物具有对生长抑素受体亚型SSTR1和/或SSTR4的高亲和力和选择性，并可用于治疗或诊断需要与SSTR1和/或SSTR4相互作用的疾病或病况。